Novel anionic reagents for the stereoselective synthesis of γ-hydroxy-α-amino-acids. An X-ray crystallographic study of 2R(S)-benzoylamino-N-t-butyl-4R(S)-hydroxy-4-(4-methoxyphenyl)-3R(S)-methylbutanamide

Bernard J. Banks; Anthony G. M. Barrett; Mark A. Russell; David J. Williams

doi:10.1039/C39830000873

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Novel anionic reagents for the stereoselective synthesis of γ-hydroxy-α-amino-acids. An X-ray crystallographic study of 2R(S)-benzoylamino-N-t-butyl-4R(S)-hydroxy-4-(4-methoxyphenyl)-3R(S)-methylbutanamide

Bernard J. Banks, Anthony G. M. Barrett, Mark A. Russell and David J. Williams

Abstract

The isoxazoline trans-Ar[graphic omitted])CONHBu^t and oxime threo-ArCH(OH)CH(Me)C( [double bond, length half m-dash] NOSiMe₂-Bu^t)CONHBu^t, prepared respectively from 4-methoxybenzaldehyde (ArCHO) and the anions MeCHC-( [N with combining overline] – [O with combining overline] )C(NBu^t) and MeCHC(–OSiMe₂Bu^t)C(NBu^t), were reduced stereoselectively (25:1) and benzoylated to produce the title amide which was characterized by an X-ray analysis.

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DOI: https://doi.org/10.1039/C39830000873
Article type: Paper

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J. Chem. Soc., Chem. Commun., 1983, 873-875

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Novel anionic reagents for the stereoselective synthesis of γ-hydroxy-α-amino-acids. An X-ray crystallographic study of 2R(S)-benzoylamino-N-t-butyl-4R(S)-hydroxy-4-(4-methoxyphenyl)-3R(S)-methylbutanamide

B. J. Banks, A. G. M. Barrett, M. A. Russell and D. J. Williams, J. Chem. Soc., Chem. Commun., 1983, 873 DOI: 10.1039/C39830000873

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Journal of the Chemical Society, Chemical Communications

Novel anionic reagents for the stereoselective synthesis of γ-hydroxy-α-amino-acids. An X-ray crystallographic study of 2R(S)-benzoylamino-N-t-butyl-4R(S)-hydroxy-4-(4-methoxyphenyl)-3R(S)-methylbutanamide

Abstract

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Novel anionic reagents for the stereoselective synthesis of γ-hydroxy-α-amino-acids. An X-ray crystallographic study of 2R(S)-benzoylamino-N-t-butyl-4R(S)-hydroxy-4-(4-methoxyphenyl)-3R(S)-methylbutanamide

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