The Asymmetric Synthesis of (2S,3S)-3-N-tert-Butoxycarbonylamino-2-Hydroxy-4-Phenylbutanoic Acid: A Core Component of Protease Inhibitors

International Journal of Applied Chemistry

© 2021 by SSRG - IJAC Journal

Volume 8 Issue 2

Year of Publication : 2021

Authors : Yoshifumi Yuasa

10.14445/23939133/IJAC-V8I2P103

How to Cite?

Yoshifumi Yuasa, "The Asymmetric Synthesis of (2S,3S)-3-N-tert-Butoxycarbonylamino-2-Hydroxy-4-Phenylbutanoic Acid: A Core Component of Protease Inhibitors," SSRG International Journal of Applied Chemistry, vol. 8,  no. 2, pp. 7-11, 2021. Crossref, https://doi.org/10.14445/23939133/IJAC-V8I2P103

Abstract:

(2S,3S)-3-N-tert-Butoxycarbonylamino-2-hydroxy-4-phenylbutanoic acid 1, which can serve as a chiral building block of effective aspartic protease inhibitors, could be synthesized from methyl 4-phenyl-2-chloro-3-oxobutyrate 3 by the asymmetric hydrogenation using the Ru-BINAP complex catalyst as the key step in high optical purity and in good yield.

Keywords:

Aspartic protease inhibitors, HIV-1 protease, -hydroxy--amino acid, asymmetric hydrogenation, Ru-BINAP complex catalyst.

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