A facile synthesis of (2R,3S)-1-amino-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutane; A useful component block of HIV protease inhibitor

Article abstract of DOI:10.1080/00397919808005092

(S)-3-tert-Butoxycarbonylamino-1-nitro-2-oxo-4-phenylbutane 4 was converted to (2R,3S)-1-amino-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutane 5a by a catalytic hydrogenation, or NaBH₄-TiCl₄ reduction followed by hydrogenation in favorable diastereoselectivity, a component of the HIV protease inhibitor VX-478.

Full text of DOI:10.1080/00397919808005092

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Synthetic Communications: An
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Organic Chemistry
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A Facile Synthesis of
(2R 3S)-1-Amino-3-tert-
butoxycarbonylamino-2-
hydroxy-4-phenylbutane;A
Useful Component Block of HIV
Protease Inhibitor
Yoko Yuasa a , Yoshifumi Yuasa b & Haruki Tsuruta b
a School of Pharmacy, Tokyo University of Pharmacy
and Life Science, 1432-1, Horinouchi, Hachioji,
Tokyo, 192-03, Japan
b Technical Engineering Department-Fine Chemical
Division, Takasago International Corporation, 1-5-1
Nishiyawata, Hiratsuka, Kanagawa, 254, Japan
Published online: 15 Aug 2006.
To cite this article: Yoko Yuasa , Yoshifumi Yuasa & Haruki Tsuruta (1998) A Facile
Synthesis of (2R 3S)-1-Amino-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutane;A
Useful Component Block of HIV Protease Inhibitor, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 28:3,
395-401, DOI: 10.1080/00397919808005092
To link to this article: http://dx.doi.org/10.1080/00397919808005092
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