C - Chemistry – Metallurgy – 07 – F
Patent
C - Chemistry, Metallurgy
07
F
260/311.6
C07F 5/02 (2006.01) C07D 205/08 (2006.01) C07D 263/22 (2006.01) C07D 263/26 (2006.01) C07D 277/12 (2006.01) C07D 413/06 (2006.01) C07D 417/06 (2006.01)
Patent
CA 1279649
TITLE OF THE INVENTION ENANTIOSELECTIVE PROCESS FOR PRODUCING 1-BETA-METHYLCARBAPENEM ANTIBIOTIC INTERMEDIATES ABSTRACT OF THE DISCLOSURE A process is described for the stereo- controlled synthesis of intermediates useful in producing 1-betamethylcarbapenem antibiotics. An example of a compound prepared by the process of the present invention, would be a compound of Formula II: Image (II) wherein X1 and X2 are dependently O or S, R1 is C1-C4 lower alkyl or alkoxyl, R2 and R9 are independently selected from hydrogen, C1-C4 linear, branched or cyclic alkyl, unsubstituted or substituted with fluoro, hydroxy, or protected hydroxy, with the proviso that both R2 and R9 are not unsubstituted alkyl, R3 is H or easily removable protecting group, R4, R5 and R6 are independently selected from H, C1-C4 alkyl, C7-C10 aralkyl, C6-C10 aryl, C7-C10 alkaryl, which can be substituted with -OH, -OR10, -SH, -SR10, where R10 is C1-C4 alkyl, with the proviso that R4 and R5 are not identical.
615589
Fuentes Lelia M.
Salzmann Thomas N.
Shinkai Ichiro
Fuentes Lelia M.
Goudreau Gage Dubuc
Merck & Co. Inc.
Salzmann Thomas N.
Shinkai Ichiro
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