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20(S)-25-hydroxy vitamin D compounds

  • US 5,840,938 A
  • Filed: 01/14/1997
  • Issued: 11/24/1998
  • Est. Priority Date: 11/03/1993
  • Status: Expired due to Fees
First Claim
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1. A compound having the formula ##STR6## where the stereochemical center at carbon 20 in the side chain has the S configuration, R is hydrogen or a hydroxy-protecting group, and Z is selected from the group consisting of Y, --OY, CH2 OY, --C.tbd.CY and --CH═

  • CHY, where the double bond may have the cis or trans stereochemical configuration, and where Y is a radical of the structure ##STR7## where m and n, independently, represent the integers from 0 to 5;

    where R1 is selected from the group consisting of hydrogen, hydroxy, protected-hydroxy, fluoro, trifluoromethyl, and C1-5 alkyl, which may be straight-chain or branched and, optionally, bear a hydroxy or protected-hydroxy substituent;

    where each of R2, R3 and R4, independently, is selected from the group consisting of hydrogen, fluoro, trifluoromethyl and C1-5 alkyl, which may be straight-chain or branched, and optionally bear a hydroxy or protected-hydroxy substituent;

    where R1 and R2, taken together, represent an oxo group, or an alkylidene group, ═

    CR2 R3, or the group --(CH2)p --, where p is an integer from 2 to 5;

    where R3 and R4, taken together, represent an oxo group, or the group --(CH2)q --, where q is an integer from 2 to 5; and

    where R5 represents hydrogen, hydroxy, protected-hydroxy, or C1-5 alkyl.

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