e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Total synthesis of (.+-.)-N2-(phenylsulfonyl)-CPI,(.+-.)-CC-1065,(+)-CC-1065, ent-(-)-CC-1065, and the precise, functional agents (.+-.)-CPI-CDPI2,(+)-CPI-CDPI2, and …

DL Boger, RS Coleman

Index: Boger,D.L.; Coleman,R.S. Journal of the American Chemical Society, 1988 , vol. 110, p. 4796

Full Text: HTML

Citation Number: 110

Abstract

Abstract: Full details of the total synthesis of (*)-p-(phenylsulfonyl)-CPI (3), the spiro [2.5] octa- 4, 7-dien-6-one bearing left-hand segment of CC-1065, the coupling of the racemic and resolved immediate precursors (&)-(1R*)-33,(-)-(19-33, and (+)-(1R)-33 with synthetic PDE-I dimer (PDE-12, 39), and incorporation into the total syntheses of (i)-CC-1065, natural (+)-CC- 1065, and enantiomeric (-)-CC-1065 are described. The approach to the CC-1065 CPI left ...

6-(6-carbamoyl-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid Structure

6-(6-carbamoyl-...

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

~89%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

(1S)-seco-CPI-CDPI2 Structure

(1S)-seco-CPI-CDPI2

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1,6-dihydro...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~91%

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

Benzoyl chloride Structure

Benzoyl chloride

~%

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

Benzoyl chloride Structure

Benzoyl chloride

~%

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(S)-7-(7-(1-(chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-4-hydroxy-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide Structure

(S)-7-(7-(1-(ch...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~85%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(S)-1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo[1,2-b:4,3-b']dipyrrole hydrochloride Structure

(S)-1-(chlorome...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

Benzoyl chloride Structure

Benzoyl chloride

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

Benzoyl chloride Structure

Benzoyl chloride

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

Benzoyl chloride Structure

Benzoyl chloride

~%

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

Benzoyl chloride Structure

Benzoyl chloride

~%

N-(2-(benzyloxy)-4-(phenylsulfonamido)phenyl)benzamide Structure

N-(2-(benzyloxy...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

N-(2-(benzyloxy)-4-(phenylsulfonamido)phenyl)benzamide Structure

N-(2-(benzyloxy...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~97%

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

Benzoyl chloride Structure

Benzoyl chloride

~%

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

Benzoyl chloride Structure

Benzoyl chloride

~%

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

N-(2-(benzyloxy)-4-nitrophenyl)benzamide Structure

N-(2-(benzyloxy...

~%

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

N-(2-(benzyloxy)-4-(phenylsulfonamido)phenyl)benzamide Structure

N-(2-(benzyloxy...

~%

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...

~99%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

5-(benzyloxy)-1,2,3,6-tetrahydro-8-methylbenzo[1,2-b:4,3-b']dipyrrole-1-methanol Structure

5-(benzyloxy)-1...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

(1RS)-3-(Benzenesulfonyl)-5-(benzyloxy)-1-(hydroxymethyl)-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1RS)-3-(Benzen...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-8-methyl-1-methylidene-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

6-benzoyl-5-(benzyloxy)-1,2-dihydro-1-(hydroxymethyl)-8-methyl-3-(phenylsulfonyl)-3H-pyrrolo[3,2-e]indole Structure

6-benzoyl-5-(be...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

(1S)-3-[(tert-butyloxy)carbonyl]-1-(chloromethyl)-5-hydroxy-8-methyl-1,2-dihydro-3H-pyrrolo[3,2-e]indole Structure

(1S)-3-[(tert-b...

5-amino-1-benzoyl-7-(benzyloxy)-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...

5-amino-1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)indole Structure

5-amino-1-benzo...

~%

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...

1-benzoyl-7-(benzyloxy)-4-bromo-3-methyl-N5-(phenylsulfonyl)-5-(2-propyn-1-ylamino)indole Structure

1-benzoyl-7-(be...

~%

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...

N-(4-amino-2-(benzyloxy)phenyl)benzamide Structure

N-(4-amino-2-(b...

~%

(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester Structure

(S)-1-(chlorome...