An Efficient Synthesis of Hydroxyethylene Dipeptide Isosteres: The Core Unit of Potent HIV-1 Protease Inhibitors

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2018 Nov 6

PMID 30393394

Citations 2

Authors

Arun K Ghosh

Sean P McKee

Wayne J Thompson

Affiliations

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Abstract

An efficient and stereocontrolled synthesis of hydroxyethylene dipeptide isosteres from commercially available, optically pure D-mannose is described. This synthesis represents a practical and enantioselective entry to a range of other dipeptide isosteres, which are not limited to amino acid derived substituents.

Citing Articles

-1-Aminoindan-2-ol in Asymmetric Syntheses.

Ghosh A, Fidanze S, Senanayake C Synthesis (Stuttg). 2018; 1998(7):937-961.

PMID: 30393403 PMC: 6214626. DOI: 10.1055/s-1998-2092.

Potent HIV-1 Protease Inhibitors: Stereoselective Synthesis of a Dipeptide Mimic.

Ghosh A, McKee S, Thompson W, Darke P, Zugay J J Org Chem. 2018; 58(5):1025-1029.

PMID: 30310240 PMC: 6177225. DOI: 10.1021/jo00057a011.

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