Fluorine derivatives of vitamin d _and process for producing...

Details Fluorine derivatives of vitamin d _and process for producing... Fluorine derivatives of vitamin d _and process for producing...

C - Chemistry, Metallurgy

07

C

167/147, 260/22,

C07C 401/00 (2006.01) A61K 31/59 (2006.01) C07J 9/00 (2006.01) C07J 31/00 (2006.01)

Patent

CA 1314872

ABSTRACT OF THE DISCLOSURE There are disclosed herein novel derivatives of 26,26,26,27,27,27-hexafluorovitamin D3 providing excellent pharmacological effects, and a process for the preparation thereof. These novel compounds are represented by the general formula Image wherein R1 and R2 each denotes a hydrogen atom or a pro- tecting group for the hydroxyl group; R3 and R4 each denotes a hydrogen atom, a hydroxyl group or a protected hydroxyl group and R4' and R5' each denotes a hydrogen atom, or alternatively R3 and R3' together or R4 and R4' together denote an oxo group; provided that R3, R3', R4 and R4' cannot denote hydrogen atoms simultaneously. The process for the preparation comprises subjecting a previtamin D3 derivative represented by the formula Image wherein R1, R2, R3, R3', R4 and R4' are as defined above, to thermal isomerization to give a vitamin D3 derivative represented by the general formula Image wherein R1, R2, R3, R3', R4 and R4' are as defined above, and optionally subjecting it to a deprotection reaction. The present compounds are useful for treating disorders of absorption, transportation or metabolism of calcium, tumor cells, rheumatism and psoriasis.

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