FLUORINE-CONTAINING ALICYCLIC COMPOUND OR ITS DERIVATIVE, FLUORINE-CONTAINING VITAMIN D3 ANALOGUE OR ITS DERIVATIVE, AND THEIR PRODUCTION

摘要

PROBLEM TO BE SOLVED: To obtain the subject new vitamin D3 analogue or derivative having a biologically calcium-controlling action and a tumor cell differentiation-inducing action. SOLUTION: An vitamin D3 analogue of formula I (R<1> is H and R<2> is OH, or R<1> is OH and R<2> is H; R<3> is an OH-protecting group; R<5> and X are each H or the like). For example, a compound of formula II. The compound is effectively obtained by coupling (A) a new fluorine-containing alicyclic compound of formula III with (B) a phosphine oxide of formula IV (R<6> is an alkyl or the like) in an amount of 1-2 equivalents based on the component A in the presence of a base (an alkyl lithium or the like) at -100 to 50 deg.C in an inactive gas atmosphere in an ether solvent for 10 min to 24 hr. The removal of at least the 25-protecting group in the compound of formula I to form an OH group enables to obtain a fluorine-containing vitamin D3 analogue whose excellent pharmacological activity has been known.