Acetyloxylation process for producing 4-acetoxyazetidinones with

Details Acetyloxylation process for producing 4-acetoxyazetidinones with Acetyloxylation process for producing 4-acetoxyazetidinones with

1991-11-26

1993-03-02

Berch, Mark L.

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

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D20508, C07B 4112

Patent

active

051910764

ABSTRACT:
A process for producing a 4-acetoxyazetidinone represented by formula (I): ##STR1## wherein Z represents a hydrogen atom, a lower alkyl group, or a protected or unprotected hydroxyethyl group; and W represents a hydrogen atom, a lower alkyl group, or a group of --COOR.sup.1, wherein R.sup.1 represents a lower alkyl group, is disclosed, which comprises reacting an azetidinone represented by formula (II): ##STR2## wherein Z is as defined above; and Y represents a hydrogen atom, carboxyl group, a lower alkyl group, or a group of --COOR.sup.1, wherein R.sup.1 represents a lower alkyl group, with acetic acid and an oxidizing agent in the presence of, as a catalyst, an anhydrous or hydrous osmium compound represented by OsX.sub.3, wherein X represents a chlorine atom, a bromine atom, or an iodine atom.

REFERENCES:
Braun et al, TCS Chem Comm 1972, p. 229.
Murahashi, Tetrahedron Letters, vol. 32, No. 19, pp. 2145-2148 (1991).

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