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A synthesis of the HIV-protease inhibitor nelfinavir from d-tartaric acid

โœ Scribed by Kim F Albizati; Srinivasan Babu; Angela Birchler; Juliette K Busse; Michelle Fugett; Alan Grubbs; Aubrey Haddach; Miguel Pagan; Barbara Potts; Travis Remarchuk; Dale Rieger; Rick Rodriguez; Jim Shanley; Robert Szendroi; Tony Tibbetts; Kathleen Whitten; Bennett C Borer


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
80 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


This letter describes a new synthesis of the HIV-protease inhibitor nelfinavir. The synthesis features a selective opening of a D-tartaric acid-derived cyclic sulfate with nitrogen nucleophiles.


๐Ÿ“œ SIMILAR VOLUMES


A short synthesis of the HIV-protease in
โœ Dawei Ma; Bin Zou; Wei Zhu; Huadong Xu ๐Ÿ“‚ Article ๐Ÿ“… 2002 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 216 KB

Diastereoselective Michael addition of ammonia to sulfoxide 3a derived from (R)-glyceraldehyde acetonide provides amine 4a, which is converted into Nelfinavir using BF 3 โ€ขEt 2 O/NaI reduction and subsequent coupling reactions as key steps.