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A practical synthesis of an HIV protease inhibitor intermediate - diastereoselective epoxide formation from chiral α-aminoaldehydes

✍ Scribed by John S. Ng; Claire A. Przybyla; Chin Liu; Joe C. Yen; Frank W. Muellner; Cara L. Weyker

Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
857 KB
Volume
51
Category
Article
ISSN
0040-4020

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✍ Dawei Ma; Bin Zou; Wei Zhu; Huadong Xu 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 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 •Et 2 O/NaI reduction and subsequent coupling reactions as key steps.