An Enantioselective Synthesis of (2 S, 3 R)-3-(N-Benzyloxycarbonyl) amino-1-chloro-4-phenylthiobutan-2-ol, a Central Intermediate of Nelfinavir1

…, J Matsumoto, Y Fujima, Y Hirayama

Index: Ikunaka, Masaya; Matsumoto, Jun; Fujima, Yoshito; Hirayama, Yoshihiko Organic Process Research and Development, 2002 , vol. 6, # 1 p. 49 - 53

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Citation Number: 15

Abstract

(2 S, 3 R)-3-(N-Benzyloxycarbonyl) amino-1-chloro-4-phenylthiobutan-2-ol 1 is a central intermediate of nelfinavir 2, which, being a potent HIV protease inhibitor, represents one of the most clinically efficacious anti AIDS drugs. Thus, a practical enantioselective synthesis of 1 has been devised which employs sodium erythorbate 9 as a chiral starting material. Consisting of the total 14-step functional group manipulations that proceed via methyl (2 S ...

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