405197-18-4Relevant articles and documents
Efficient synthesis of novel 1α-amino and 3β-amino analogues of 1α,25-dihydroxyvitamin D3
Oves, Daniel,Ferrero, Miguel,Fernandez, Susana,Gotor, Vicente
, p. 1154 - 1157 (2007/10/03)
Convenient synthetic routes to 1α-amino-25-hydroxyvitamin D3 (3) and 3β-amino-3-deoxy-1α,25-dihydroxyvitamin D3 (4), novel analogues of vitamin D3 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.
Selective acylation of A-ring precursors of vitamin D using enzymes in organic solvents
Fernandez,Ferrero,Gotor,Okamura
, p. 6057 - 6061 (2007/10/03)
Whereas Chromobacterium viscosum lipase (CVL) catalyzes selectively the acylation of the C-5 hydroxyl of the three stereoisomeric vitamin D A-ring precursors 2a, 3a and 3b, only the C-3 hydroxyl of the fourth stereoisomer 2b is acylated under the same conditions in organic solvent. In a convenient application, the racemic vitamin D A-ring precursor 4, possessing only the C-5 hydroxyl, was resolved using suitable conditions identified from the studies of 2 and 3.
