Although microbiological methods of introducing oxygen at C-11 of the steroid molecule are effective, it is obvious that purely synthetic way of producing cortisone and its analogs from bile acids or hecogenin have never been abandoned. Thus, we succeeded to obtain 3alpha-L-acetoxy-11,20-diketo-(5-beta)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids in a very improved yield exceeding 13% calculated on starting deoxycholic acid by the following sequence of reactions.
TY - JOUR
AU - Stefanović, Milutin
AU - Gašić, Miroslav
AU - Hranisavljević, J.
AU - Đermanović, Miodrag
PY - 1967
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4662
AB - Although microbiological methods of introducing oxygen at C-11 of the steroid molecule are effective, it is obvious that purely synthetic way of producing cortisone and its analogs from bile acids or hecogenin have never been abandoned. Thus, we succeeded to obtain 3alpha-L-acetoxy-11,20-diketo-(5-beta)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids in a very improved yield exceeding 13% calculated on starting deoxycholic acid by the following sequence of reactions.
PB - Elsevier
T2 - Tetrahedron Letters
T1 - An improved preparation of 3-α-acetoxy-11,20-diketo-(5β)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids
VL - 8
IS - 48
SP - 4799
EP - 4803
DO - 10.1016/S0040-4039(01)89606-4
ER -
@article{
author = "Stefanović, Milutin and Gašić, Miroslav and Hranisavljević, J. and Đermanović, Miodrag",
year = "1967",
abstract = "Although microbiological methods of introducing oxygen at C-11 of the steroid molecule are effective, it is obvious that purely synthetic way of producing cortisone and its analogs from bile acids or hecogenin have never been abandoned. Thus, we succeeded to obtain 3alpha-L-acetoxy-11,20-diketo-(5-beta)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids in a very improved yield exceeding 13% calculated on starting deoxycholic acid by the following sequence of reactions.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "An improved preparation of 3-α-acetoxy-11,20-diketo-(5β)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids",
volume = "8",
number = "48",
pages = "4799-4803",
doi = "10.1016/S0040-4039(01)89606-4"
}
Stefanović, M., Gašić, M., Hranisavljević, J.,& Đermanović, M.. (1967). An improved preparation of 3-α-acetoxy-11,20-diketo-(5β)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids. in Tetrahedron Letters
Elsevier., 8(48), 4799-4803.
https://doi.org/10.1016/S0040-4039(01)89606-4
Stefanović M, Gašić M, Hranisavljević J, Đermanović M. An improved preparation of 3-α-acetoxy-11,20-diketo-(5β)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids. in Tetrahedron Letters. 1967;8(48):4799-4803.
doi:10.1016/S0040-4039(01)89606-4 .
Stefanović, Milutin, Gašić, Miroslav, Hranisavljević, J., Đermanović, Miodrag, "An improved preparation of 3-α-acetoxy-11,20-diketo-(5β)-pregnane, the key intermediate in the synthesis of 11-oxygenated corticosteroids" in Tetrahedron Letters, 8, no. 48 (1967):4799-4803,
https://doi.org/10.1016/S0040-4039(01)89606-4 . .
