TY - JOUR
T1 - A synthesis of C-23 and C-24 diastereomers of 5α-dinosterane
AU - Stoilov, Ivan
AU - Kolaczkowska, Ewa
AU - Pyrek, Jan St
AU - Brock, Carolyn P.
AU - Watt, David S.
AU - Carlson, R. M.K.
AU - Moldowan, J. Michael
PY - 1993/12/8
Y1 - 1993/12/8
N2 - Stereoselective routes for the preparation of C-23 and C-24 diastereomers of the C30 biological marker, 5α-dinosterane (1), involved the alkylation of (20S)-20-(iodomethyl)-4α-methyl-5α-pregnane (7) with either a saturated ester, methyl 3,4-dimethylpentanoate (9), followed by reduction to give principally the erythro-diastereomers or the alkylation of 7 with an α,β-unsaturated ester, methyl 3,4-dimethylpentenoate (12), followed by reduction to give principally the threo-diastereomers.
AB - Stereoselective routes for the preparation of C-23 and C-24 diastereomers of the C30 biological marker, 5α-dinosterane (1), involved the alkylation of (20S)-20-(iodomethyl)-4α-methyl-5α-pregnane (7) with either a saturated ester, methyl 3,4-dimethylpentanoate (9), followed by reduction to give principally the erythro-diastereomers or the alkylation of 7 with an α,β-unsaturated ester, methyl 3,4-dimethylpentenoate (12), followed by reduction to give principally the threo-diastereomers.
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U2 - 10.1016/0040-4039(93)88018-E
DO - 10.1016/0040-4039(93)88018-E
M3 - Article
AN - SCOPUS:0026618921
VL - 33
SP - 7689
EP - 7692
IS - 50
ER -