INTERMEDIATES FOR SYNTHESIS OF VITAMIN D

INTERMEDIATES FOR SYNTHESIS OF VITAMIN D

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-7 a- methyl-1H-indene-1,5(6H)-dione is reduced by reaction with diisobutylaluminu m hydride and hexamethylphosphoric triaminde in the presence of a c...

Ausführliche Beschreibung

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Bibliographische Detailangaben
1. Verfasser: DANIEWSKI, ANDRZEJ ROBERT
Format: Patent
Sprache:eng ; fre
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
TRANSPORTING
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Beschreibung
Zusammenfassung: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-7 a- methyl-1H-indene-1,5(6H)-dione is reduced by reaction with diisobutylaluminu m 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 C 1- 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.