Azetidine derivatives

Details Azetidine derivatives Azetidine derivatives

C - Chemistry, Metallurgy

07

D

260/103, 260/111

C07D 499/06 (2006.01) C07D 205/095 (2006.01) C07D 501/08 (2006.01) C07F 7/18 (2006.01)

Patent

CA 1042873

Azetidine derivatives of the formula: Image wherein R1 represents a penicillin- or cephalosporin-amido group, R2 represent s one of the groups of the following formulae: Image IIA IIB IIC IID wherein R4, R5 and R6 are the same of different and each represents a hydrogen atom or a lower alkyl or alkenyl group, n represents 2 or 3 and - in case formula IIB re- presents a phenyl group- this group may carry one to four further substituents selected from the group consisting of halogen atoms and lower alkyl, lower alkenyl and phenyl groups, R3 represents an amino group of the formula Image wherein R7 represents a hydrogen atom or a lower alkyl group and R8 represents a lower alkyl group, or R3 represents a N,N'-disubstituted hydrazino group wherein the substituents are lower alkyl groups, e.g. the N,N'- diisopropylhydrazino group, or R3 represents the group -OR9, wherein R9 represents a hydro- gen atom, a lower alkyl group, which group may be substituted by 1 to 3 halogen atoms or by 1 or 2 phenyl groups, wherein the phenyl groups may be substituted by a methoxy or a nitro group, or R9 represents a phenacyl group or a salt-forming cation, and corresponding azetidine derivatives of formula I wherein the double bond in the propenyl side chain has been shifted from the 2- to the 1-position, which are versutile intermediates in the process of preparing cephal- osporanic and penicillanic derivatives.

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