Ring-closure method for 1-carbacephalosporin six-membered ring

Details Ring-closure method for 1-carbacephalosporin six-membered ring Ring-closure method for 1-carbacephalosporin six-membered ring

1991-04-25

1992-02-18

Berch, Mark L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D46300, C07B 3710

Patent

active

050896105

ABSTRACT:
The invention provides a process for preparing 7-protected amino-4-protected carboxy-1-carbacephalosporins which includes subjecting a 3-protected-amino-4-(1-propylene oxide)-methyl(protected carboxy)-azetidin-2-one to a strong base to form a 2-hydroxycepham and thereafter dehydrating the 2-hydroxycepham to form the desired 1-carbacephalosporin.

REFERENCES:
patent: 4983732 (1991-01-01), Blaszczak
Achini and Oppolzer, Tetrahedron Letters, No. 6,369-372 (1975), "Synthesis of Pyrrolidines by Intramolecular Carbanionic Epoxide Opening".

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