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

1988-07-20

1990-09-04

Shippen, Michael L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

558 30, 560148, 560159, 560169, 562623, 2604045, C07D23354

Patent

active

049546341

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 (1972-01-01), Gaeumann et al.
patent: 4671901 (1987-06-01), Green
patent: 4764523 (1988-08-01), Heinrich
Houben-Weyl, Methoden Der Organischen Chemie XIII/5 (1980).
Heuchel et al, Chemiker-Zeitung vol. 107, No. 2 p. 69 (1983).
Journal of Synthetic Organic Chemistry pp. 418-420 (4/87).

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