979-02-2Relevant articles and documents
Crystal structure of 3β-acetoxy-pregna-5,16-dien-20-one (16 DPA)
Bandhoria, Pankaj,Gupta, Vivek K.,Gupta,Jain,Varghese
, p. 161 - 166 (2006)
The title compound, 3β-acetoxy-pregna-5,16-dien-20-one, C 23H32O3, has been synthesized by acetylation followed by oxidation of diosgenin and its crystal structure has been solved from single crystal X-ray diffraction data. The compound crystallizes into orthorhombic space group P212121 with unit cell parameters: a = 6.031(4) A, b = 12.481(2) A, c = 27.162(5) A, Z = 4. The crystal structure has been refined to R = 0.0597 for 1291 observed reflections. Rings A and C of the compound are in chair conformation whereas ring B is in half-chair conformation. Ring D is in envelop conformation. The A/B ring junction is quasi-trans, while ring systems B/C and C/D are trans fused about the C8-C9 and C13-C14 bonds, respectively. The steroid nucleus has a small twist, as shown by the C19-C10...C13-C18 pseudo-torsion angle of 9.5°. The crystal packing is determined by a pair of weak C-H...O hydrogen bonds in addition to van der Waals interactions.
Synthesis of silyl enol and silyl dienol ethers of 20-Oxosteroids: The effect of β-substituents
Moreno, Maria Jose S. M.,Martins, Rosa Maria L. M.,Sa E Melo, Maria Luisa,Campos Neves, Andre S.
, p. 529 - 530 (1997)
An efficient method to obtain regioselectively the title compounds is described. Experimental studies concerning the effect of β-substituents on the generation of β-substituted silyl enol ethers made feasible for the first time the isolation and identification of the products resulting from the unstable thermodynamic silyl enol ether.
Steroid hormone analogs. 3. The synthesis and stereochemistry of C-nor-D-homoprogesterone analogs.
Kupchan,Abu el-Haj
, p. 647 - 656 (1968)
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A Dual Role Reductase from Phytosterols Catabolism Enables the Efficient Production of Valuable Steroid Precursors
Peng, Haidong,Wang, Yaya,Jiang, Kai,Chen, Xinru,Zhang, Wenlu,Zhang, Yanan,Deng, Zixin,Qu, Xudong
supporting information, p. 5414 - 5420 (2021/02/05)
4-Androstenedione (4-AD) and progesterone (PG) are two of the most important precursors for synthesis of steroid drugs, however their current manufacturing processes suffer from low efficiency and severe environmental issues. In this study, we decipher a dual-role reductase (mnOpccR) in the phytosterols catabolism, which engages in two different metabolic branches to produce the key intermediate 20-hydroxymethyl pregn-4-ene-3-one (4-HBC) through a 4-e reduction of 3-oxo-4-pregnene-20-carboxyl-CoA (3-OPC-CoA) and 2-e reduction of 3-oxo-4-pregnene-20-carboxyl aldehyde (3-OPA), respectively. Inactivation or overexpression of mnOpccR in the Mycobacterium neoaurum can achieve exclusive production of either 4-AD or 4-HBC from phytosterols. By utilizing a two-step synthesis, 4-HBC can be efficiently converted into PG in a scalable manner (100 gram scale). This study deciphers a pivotal biosynthetic mechanism of phytosterol catabolism and provides very efficient production routes of 4-AD and PG.
METHODS FOR PREPARATION OF BILE ACIDS AND DERIVATIVES THEREOF
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Page/Page column 56, (2017/02/24)
The present application relates to a method of preparing compounds of Formula (I) or a pharmaceutically acceptable salt, solvate, or amino acid conjugate thereof, R1 is H, α-OH, β-ΟΗ, or an oxo group.
