Method of producing racemic amino alcohols

Details Method of producing racemic amino alcohols Method of producing racemic amino alcohols

1996-02-21

1997-09-30

Burn, Brian M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564468, C07C20940

Patent

active

056727534

ABSTRACT:
.alpha.-oximino carboxylic acids or their esters are reduced with an alkali boron hydride and hydrogen chloride or sulfuric acid to yield racemic amino alcohols (e.g. (RS)-tert-leucinol).

REFERENCES:
patent: 3906046 (1975-09-01), Yoshida et al.
patent: 3979457 (1976-09-01), Fujii et al.
Atsushi Abiko et al.: "An Improved Convenient Procedure for Reduction of Amino Acids to Aminoalcohols: Use of NaBH.sub.4 -H.sub.2 SO.sub.4 ", Tetrahedron Letters, May 12, 1992, pp. 5517-5518.
R. Hemmer, et al.: "Reduktion von Oximen und Oxim-Derivaten zu Aminen", Houben-Weyl-Methoden der Organischen Chemie, vol. E16d, 1992, pp. 878-894.
C.Hoffman, et al.: "Synthesis Of Alpha-Amino Acids By Reduction Of Alpha-Oximino Esters With Titanium(III) Chloride And Sodium Borohnydride", The Journal of Organic Chemistry, vol. 54, No. 15, Jul. 21, 1989, pp. 3750-3751.
M.J. McKennon et al.: "A Convenient Reduction Of Amino Acids And Their Derivatives", Journal of Organic Chemistry, vol. 58, 1993. pp. 3568-3571.
Y. Matsuda et al.: "Preparation of alpha-(N-Trimethylsilyl)imino Esters and Their Use In The Synthesis of Alpha . . . -ones", Journal of the Chemical Society, Perkin Transactions 1, 1989, pp. 279-281.
European Search Report dated 29 Apr. 1996.

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