Preparation of N-benzyloxycarbonyl aspartic acid

Details Preparation of N-benzyloxycarbonyl aspartic acid Preparation of N-benzyloxycarbonyl aspartic acid

1980-06-19

1981-10-06

Trousof, Natalie

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

Organic compounds

Carboxylic acid esters

C07C12506

Patent

active

042937060

ABSTRACT:
N-Benzyloxycarbonyl aspartic acid substantially free of N-benzyloxycarbonyl aspartyl aspartic acid is prepared by introducing benzyl chloroformate gradually into an aqueous solution of the disodium salt of aspartic acid at temperatures of between 10.degree. C. and about 45.degree. C. while maintaining the pH of the aqueous solution at between 10.75 and 11.75. In a further embodiment, the mole ratio of unreacted benzyl chloroformate to the aspartic acid salt in the reaction medium is maintained preferably at no greater than 0.2. The resulting reaction mixture is acidified, e.g, with hydrochloric acid, to convert the reaction product to the free acid, which is separated from the reaction mixture, washed with water and dried to yield an essentially pure white granular product.

REFERENCES:
patent: 3259617 (1966-07-01), Sheehan
patent: 3492131 (1970-01-01), Schlatter
patent: 3592836 (1971-07-01), Ugi
patent: 3642491 (1972-02-01), Schlatter
patent: 3714139 (1973-01-01), Schlatter
patent: 3800046 (1974-03-01), Schlatter
patent: 3808190 (1974-04-01), Dahlmans
patent: 3887538 (1975-06-01), Shields
patent: 4165311 (1979-08-01), Isowa
patent: 4181649 (1980-01-01), Matsushita
Howbon-Weyl, vol. XV/1, p. 321 (1974).
Beryann, Berichte, 65, p. 1192-1201 (1932).

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