Process for preparation of calcitriol lactone and related interm

Details Process for preparation of calcitriol lactone and related interm Process for preparation of calcitriol lactone and related interm

1994-07-11

1995-10-10

Ivy, C. Warren

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

Organic compounds

Oxygen containing

549313, C07C 3522

Patent

active

054572452

ABSTRACT:
A process for synthesizing (23S,25R)-calcitriol lactone and related Vitamin D analogs comprises reacting protected enantiomerically pure glycidol or 2-alkylglycidol with protected De-A,B-8.beta.-hydroxy-24-nor-cholan-23-al, removing the protective groups from the epimeric product mixture and separating the epimers, to give a hydrindane tetrol product, followed by oxidation and protection of the hydrindane tetrol product, reacting the tetrol product with the lithium salt of (3S)-(3.alpha.,5.beta.,Z)-2-(2-methylene-3,5-bis-((1,1-dimethylethyl)dimet hylsilyloxy)cyclohexylidene)ethyl diphenyl phosphine oxide and removing the final protective groups. Certain intermediate compounds also show biological activity as angiostatic agents.

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