Process for preparing ethyl-alpha-amino-gamma-oxo-gamma-phenybut

Details Process for preparing ethyl-alpha-amino-gamma-oxo-gamma-phenybut Process for preparing ethyl-alpha-amino-gamma-oxo-gamma-phenybut

1989-03-16

1990-05-15

Gray, Bruce D.

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

Organic compounds

Carboxylic acid esters

560 38, C07C10110

Patent

active

049259695

ABSTRACT:
Ethyl-.beta.-benzoyacrylate is reacted with an alkali metal salt of (S)-alanine or an alkali metal salt of N.sup.6 -trifluoroacetyl-L-lysine to form the corresponding Michael addition product, and not less than an equivalent amount of acid is added after completion of the Michael addition to prevent conversion of the (S,S) form of the product to the (R,S) form.

REFERENCES:
patent: 4626545 (1986-12-01), Taub
patent: 4727160 (1988-02-01), Teetz et al.
Chemical Abstracts, vol. 99, Abstract No. 15884k (1983).
Bergmann et al., Organic Reactions, John Wiley & Sons, New York, vol. 10, pp. 179-191 (1959).
Chemical Abstracts, vol. 89, Abstract No. 215732p (1978); and Agbalyan et al., Arm. Khim. Zh., vol. 31, No. 4, pp. 273-275 (1978).
Chemical Abstracts, vol. 107, Abstract No. 59477s (1987).
McOmie, Protective Groups in Organic Chemistry, Plenum Press, London, pp. 46.51 and 83-87 (1973).

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