๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

A concise synthesis of the HIV-protease inhibitor nelfinavir via an unusual tetrahydrofuran rearrangement

โœ Scribed by Scott E Zook; Juliette K Busse; Bennett C Borer

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
162 KB
Volume
41
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

An ecient synthesis of nelยฎnavir 1 was developed. The synthesis features an unusual rearrangement of a 3-amidotetrahydrofuran into a functionalized oxazoline.

๐Ÿ“œ SIMILAR VOLUMES

A synthesis of the HIV-protease inhibito
A synthesis of the HIV-protease inhibitor nelfinavir from d-tartaric acid
โœ Kim F Albizati; Srinivasan Babu; Angela Birchler; Juliette K Busse; Michelle Fug ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 80 KB

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.

A short synthesis of the HIV-protease in
A short synthesis of the HIV-protease inhibitor nelfinavir via a diastereoselective addition of ammonia to the ฮฑ,ฮฒ-unsaturated sulfoxide derived from (R)-glyceraldehyde acetonide
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.