Process for the production of 1,3,2-oxazaphosphorinanes

Details Process for the production of 1,3,2-oxazaphosphorinanes Process for the production of 1,3,2-oxazaphosphorinanes

1988-06-09

1990-03-13

Sutto, Anton H.

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

Organic compounds

Phosphorus esters

C07F 924

Patent

active

049084640

ABSTRACT:
Process for production of derivatives of 1,3,2-oxazaphosphorinane of general formula 1, ##STR1## wherein R.sub.1 and R.sub.2 represent hydrogen atom or 2-halogenoalkyl group, and R.sub.1 and R.sub.2 are not at the same time hydrogen atoms, and X represents halogen atom is based, according to the invention, on the reduction of the respective 3-halogenoacyl derivatives of 1,3,2-oxazaphosphorinane of general formula 2, ##STR2## wherein the substituents have the above given meaning. The reduction is accomplished with the use of sodium borohydride in the presence of boron trifluoride etherate.
Derivatives that are prepared by the procedure described here demonstrate antitumor activity.

REFERENCES:
K. Pankiewicz et al.; Synthesis and Absolute Configuration Assignment of Enantiomeric Forms of Ifosphamide, Sulfosphamide, and Trofosphamide; Dec. 19, 1979, of Journal of the American Chemical Society/101:26; pp. 7712-7718.
Wagner et al., "Synthetic Organic Chemistry", (1953), p. 660.

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