Intermediates for synthesis of vitamin d

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 45/63 (2006.01) B01J 23/72 (2006.01) C07C 45/62 (2006.01) C07C 49/477 (2006.01) C07C 401/00 (2006.01)

Patent

CA 2298944

The invention relates to an improved process for preparing [(3aR,4S,7aS)-4- bromooctahydro-7a-methyl-1H-indene-1,5-dione]. (S)-(+)-2,3,7,7a-tetrahydro-7a- methyl-1H-indene-1,5(6H)-dione is reduced by reaction with diisobutylaluminum hydride and hexamethylphosphoric triaminde in the presence of a catalyst of the formula R-Cu, wherein R is (see formula I) and R1, R2 and R3 are each, independently, selected from the group consisting of C1-7 alkyl, phenyl, phenyl substituted by at least one C1- 4 alkyl group, benzyl, or benzyl substituted by at least one C1-4 alkyl groups to form a reductate. The reductate is then treated with a bromine-containing electrophile to yield (3aR,4S,7aS)-4- bromooctahydro-7a-methyl-1H-indene-1,5-dione.

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