Tetrahedron: Asymmetry

Highly stereoselective Pictet–Spengler reaction of D-tryptophan methyl ester with piperonal: convenient syntheses of Cialis (Tadalafil), 12a-epi-Cialis, and their …

XX Shi, SL Liu, W Xu, YL Xu

Index: Tetrahedron Asymmetry, , vol. 19, # 4 p. 435 - 442

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Citation Number: 36

Abstract

... Please enable JavaScript to use all the features on this page. Tetrahedron: Asymmetry. Volume 19, Issue 4, 4 March 2008, Pages 435–442. Cover image Cover image. ... 1, i-PrOH, 83, 8, 92, 97:3. 2, i-PrOH, 83, 16, 93, 97:3. 3, MeOH, 65, 19, 71, 46:54. 4, EtOH, 78, 20, 75, 88:12. ...

 Related Synthetic Route
piperonal Structure

120-57-0

piperonal

Methyl L-tryptophanate Structure

4299-70-1

Methyl L-trypto...

~7%

(1R,2S,3R)-(+)-3-[N-(BENZENESULFONYL)-N-(3,5-DIMETHYL-PHENYL)AMINO]-2-BORNANOL Structure

171596-41-1

(1R,2S,3R)-(+)-...

methyl (1S,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate Structure

171596-42-2

methyl (1S,3R)-...

Cialis Structure

171596-29-5

Cialis

~95%

12-epi-TadalafilTadalafil Structure

171596-27-3

12-epi-Tadalafi...

piperonal Structure

120-57-0

piperonal

Methyl L-tryptophanate Structure

4299-70-1

Methyl L-trypto...

~78%

(1R,2S,3R)-(+)-3-[N-(BENZENESULFONYL)-N-(3,5-DIMETHYL-PHENYL)AMINO]-2-BORNANOL Structure

171596-41-1

(1R,2S,3R)-(+)-...

methyl (1S,3R)-1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate Structure

171596-42-2

methyl (1S,3R)-...


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