Process for preparing phosphonyloxyacyl amino acids

Details Process for preparing phosphonyloxyacyl amino acids Process for preparing phosphonyloxyacyl amino acids

1989-05-30

1990-02-13

Sutto, Anton H.

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

Organic compounds

Phosphorus esters

558 83, 562 24, C07F 940

Patent

active

049008609

ABSTRACT:
A process is provided for preparing phosphonyloxyacylamino acids and derivatives thereof having the structure ##STR1## wherein X is ##STR2## which includes the steps of treating a phosphonic acid dichloride of the structure ##STR3## with an .alpha.-hydroxy acid of the structure ##STR4## in the presence of base such as triethylamine at reduced temperatures to form the cyclic mixed anhydride of the structure ##STR5## (which is a new intermediate) and reacting the cyclic mixed anhydride with an amino acid or ester of the structure

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Mehrotra, Can. J. Chem., 63, 663 (1985).
Thottahil et al., "Tetrahedron Letters," vol. 27, No. 55, (1986), pp. 5441-5444.

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