Patent ID: 6080878
Filing Date: 2000-06-27
Classification: A61P,C07C,C07F,Y02P

Abstract:
A method of preparing a 16-dehydro vitamin D compound of the formula I ##STR21## wherein R has the epi-configuration or the normal configuration and represents straight or branched C.sub.1-6 -alkyl, C.sub.2-6 -alkenyl, C.sub.3-6 -cycloalkyl, or an aromatic group optionally substituted with halogen, C.sub.1-3 -alkyl or alkoxy,Z is a saturated or unsaturated straight hydrocarbon group or oxahydrocarbon group containing 3-6 C-atoms which may be 15 substituted with OH, F, alkyl (C.sub.1-3) or cycloalkyl (C.sub.3-5),R.sub.1 is hydrogen or an hydroxy protecting group,R.sub.2 is hydrogen or hydroxy, andA and B represent hydrogen or methyl, or together form the methylene group,characterised in that a compound of the formula II ##STR22## wherein Z has the above meaning, R'.sub.1 is a hydroxy protecting group, R.sub.3 is a carbamate group or trimethyl acetyl and R.sub.4 is a protected hydroxy group ora group of the formula III ##STR23## wherein A and B have the above meaning, R.sub.5 is a hydroxy protecting group, and R.sub.2 ' is hydrogen or a hydroxy protecting group, is converted with a suitable cuprate reagent for introducing group R to a compound of the formula IV ##STR24## wherein R, R.sub.1 ', Z and R.sub.4 have the above meaning, followed by converting the obtained compound having formula IV into a compound having formula I.