Highly Diastereoselective Reaction of a Chiral, Non-Racemic Amide Enolate with (S)-Glycidyl Tosylate. Synthesis of the Orally Active HIV-1 Protease Inhibitor L-735,524

DOI: 10.1016/S0040-4039(00)75787-X

Source and publish data:

Tetrahedron Letters p. 673 - 676 (1994)

Update date:2022-08-03

Topics:

Authors:

Askin, David

Eng, Kan K.

Rossen, Kai

Purick, Robert M.

Wells, Kenneth M.

et al. et al.

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Article abstract of DOI:10.1016/S0040-4039(00)75787-X

Reaction of chiral amide enolate Li-1 with (S)-glycidyl tosylate 11 affords the epoxide 3 in 72percent yield with high diastereoselectivity.Epoxide 3 is converted to the orally-active HIV-1 protease inhibitor L-735,524 in 71percent isolated yield.

Full text of DOI:10.1016/S0040-4039(00)75787-X

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