Process for the selective n-acylation of aminohydroxamic acid de

Details Process for the selective n-acylation of aminohydroxamic acid de Process for the selective n-acylation of aminohydroxamic acid de

1990-01-23

1991-09-17

Shaver, Paul F.

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

Organic compounds

Silicon containing

556411, 556419, C07F 710

Patent

active

050496891

ABSTRACT:
Described is a novel process for the introduction of an organic acyl radical selectively at the nitrogen atom of the amino group of desferrioxamine B or of a partially O-acylated derivative thereof. It comprises treating a derivative of desferrioxamine B, in which the amino nitrogen and the hydroxy oxygen of at least one of the hydroxamic acid groupings carries an organic silyl group, with an organic acylating agent and then removing the silyl groups present. The novel N- and O-silylated starting materials can be manufactured, preferably in situ, by reacting an appropriate derivative of desferrioxamine B that has at least one hydroxy group and the amino group in free form, with an organic silicon halide.

REFERENCES:
patent: 3634407 (1964-05-01), Gaeeimann et al.
patent: 4671901 (1987-06-01), Green
patent: 4764523 (1988-08-01), Heinrich
patent: 4835269 (1989-05-01), Kahovec et al.
Houben-Weyl XIII/5, 4th ed. p. 370 (1980).
W. Heuchel, Chemiker Zeitung, vol. 107 No. 2 p. 69 (1983).
J. Synthetic Org. Chem. pp. 418-420 (Apr., 1987).
WO 86/03745.

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