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

Angiotensin-converting enzyme inhibitors. Perhydro-1, 4-thiazepin-5-one derivatives

H Yanagisawa, S Ishihara, A Ando…

Index: Journal of Medicinal Chemistry, , vol. 30, # 11 p. 1984 - 1991

Full Text: HTML

Citation Number: 58

Abstract

... 1R spectra were taken on a (17) Wyvratt, MJ; Tristram, E. W.; Ikeler, T. J.; Lohr, NS; Joshua, H.; Springer, J. P.; Arison, BH; Patchett, AA J. Org. Chem. 1984,49, 2816. Page 5. 1988 Journal of Medicinal Chemistry, 1987, Vol. 30, No. 11 ...

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

N/A Structure

~31%

(2R,6R)-6-AMINO-5-OXO-2-(2-THIENYL)PERHYDRO-1,4-THIAZEPINE Structure

(2R,6R)-6-AMINO...

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

2-[(E)-2-Nitrovinyl]thiophene Structure

2-[(E)-2-Nitrov...

~%

(2R,6R)-6-AMINO-5-OXO-2-(2-THIENYL)PERHYDRO-1,4-THIAZEPINE Structure

(2R,6R)-6-AMINO...

N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine Structure

N-t-butoxycarbo...

~%

(2R,6R)-6-AMINO-5-OXO-2-(2-THIENYL)PERHYDRO-1,4-THIAZEPINE Structure

(2R,6R)-6-AMINO...

S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine Structure

S-[2-amino-1-(t...

~%

(2R,6R)-6-AMINO-5-OXO-2-(2-THIENYL)PERHYDRO-1,4-THIAZEPINE Structure

(2R,6R)-6-AMINO...

(S)-ethyl 2-(((2S,6R)-4-(2-(tert-butoxy)-2-oxoethyl)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate Structure

(S)-ethyl 2-(((...

~80%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

2-[(E)-2-Nitrovinyl]thiophene Structure

2-[(E)-2-Nitrov...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine Structure

N-t-butoxycarbo...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

D-2-hydroxy-4-phenyl-butyric acid-((1R)-menthyl ester) Structure

D-2-hydroxy-4-p...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

N/A Structure

~35%

(2R,6R)-6-AMINO-5-OXO-2-(2-THIENYL)PERHYDRO-1,4-THIAZEPINE Structure

(2R,6R)-6-AMINO...

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

2-[(E)-2-Nitrovinyl]thiophene Structure

2-[(E)-2-Nitrov...

~%

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine Structure

N-t-butoxycarbo...

~%

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine Structure

S-[2-amino-1-(t...

~%

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

Ethanol Structure

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

~98%

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

D-2-hydroxy-4-phenyl-butyric acid-((1R)-menthyl ester) Structure

D-2-hydroxy-4-p...

~%

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

N/A Structure

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine Structure

S-[2-amino-1-(t...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

~%

Temocapril (hydrochloride) Structure

Temocapril (hyd...

triflic anhydride Structure

triflic anhydride

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

~99%

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

2-[(E)-2-Nitrovinyl]thiophene Structure

2-[(E)-2-Nitrov...

~%

Temocaprilat Structure

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

Temocaprilat Structure

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

Temocaprilat Structure

N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine Structure

N-t-butoxycarbo...

~%

Temocaprilat Structure

D-2-hydroxy-4-phenyl-butyric acid-((1R)-menthyl ester) Structure

D-2-hydroxy-4-p...

~%

Temocaprilat Structure

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

~%

Temocaprilat Structure

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

~%

Temocaprilat Structure

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

~%

Temocaprilat Structure

(S)-ethyl 2-(((2S,6R)-4-(2-(tert-butoxy)-2-oxoethyl)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate Structure

(S)-ethyl 2-(((...

~%

Temocaprilat Structure

N/A Structure

~%

Temocaprilat Structure

S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine Structure

S-[2-amino-1-(t...

~%

Temocaprilat Structure

(2S,6R)-6-Amino-2-(2-thienyl)-1,4-thiazepan-5-one Structure

(2S,6R)-6-Amino...

~%

Temocaprilat Structure

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

~%

Temocaprilat Structure

L-cysteine Structure

Di-tert-butyl carbonate Structure

Di-tert-butyl c...

~%

Boc-L-cysteine Structure

2-[(E)-2-Nitrovinyl]thiophene Structure

2-[(E)-2-Nitrov...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

N-t-butoxycarbonyl-S-[2-nitro-1-(thien-2-yl)ethyl]-L-cysteine Structure

N-t-butoxycarbo...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

D-2-hydroxy-4-phenyl-butyric acid-((1R)-menthyl ester) Structure

D-2-hydroxy-4-p...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

Ethyl (R)-2-hydroxy-4-phenylbutyrate Structure

Ethyl (R)-2-hyd...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

N/A Structure

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

S-[2-amino-1-(thien-2-yl)ethyl]-N-t-butoxycarbonyl-L-cysteine Structure

S-[2-amino-1-(t...

~%

(S)-ETHYL 2-(((2S,6R)-5-OXO-2-(THIOPHEN-2-YL)-1,4-THIAZEPAN-6-YL)AMINO)-4-PHENYLBUTANOATE Structure

(S)-ETHYL 2-(((...

(3e)-2-Oxo-4-Phenylbut-3-Enoic Acid Structure

(3e)-2-Oxo-4-Ph...

~%

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

2-oxo-4-phenylbut-3-enoic acid 2-isopropyl-5-methylcyclohexyl ester Structure

2-oxo-4-phenylb...

~%

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

(R)-2-Hydroxy-4-phenylbutyric acid Structure

(R)-2-Hydroxy-4...

~%

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

D-2-hydroxy-4-phenyl-butyric acid-((1R)-menthyl ester) Structure

D-2-hydroxy-4-p...

~%

Ethyl (R)-4-Phenyl-2-(trifluoromethanesulfonyloxy)butyrate Structure

Ethyl (R)-4-Phe...

Angiotensin-converting enzyme inhibitors. Perhydro-1, 4-thia...

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