Process for the production of (+) biotin

Details Process for the production of (+) biotin Process for the production of (+) biotin

1987-12-16

1989-10-24

Lee, Mary C.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548111, 548303, C07D23100

Patent

active

048763500

ABSTRACT:
Process for the production of (+) biotin. A compound of the formula: ##STR1## wherein R.sub.1 is e.g., an (R)-1-phenylalkyl group, and R.sub.2 is, e.g., hydrogen. The desired diastereomer of the formula: ##STR2## is separated out. If R.sub.2 is H, a protective group is introduced by reaction with, e.g., an aliphatic acid chloride. The diastereomer is converted by reaction with a thiocarboxylic acid salt derivative into the corresponding thiolacetone, which is reacted with a Grignard reactant and subsequently water is split off. Alternatively, the corresponding thiolacetone is reacted with a compound of the formula:

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