Efficient synthesis of novel 1α-amino and 3β-amino analogues of 1α,25-dihydroxyvitamin D3

Convenient synthetic routes to 1alpha-amino-25-hydroxyvitamin D-3 (3) and 3beta-amino-3-deoxy-1alpha,25-dihy-droxyvitamin D-3 (4), novel analogues of vitamin D-3 bearing an amino group at the C-1 or C-3 position, have been developed starting from (S)-(+)-carvone. Construction of the A-ring fragments was accomplished by selective enzymatic hydrolysis of a diester intermediate and introduction of the amino group under Mitsunobu conditions.