27460-26-0Relevant articles and documents
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Riegel,Kaye
, p. 723 (1944)
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A highly stereoselective synthesis of C-24 and C-25 oxysterols from desmosterol
Zhao, Qian,Qian, Chao,Chen, Xin-Zhi
, p. 16 - 21 (2016)
A new highly stereoselective construction of the side chain of the C-24 and C-25 oxysterols has been achieved by using desmosterol acetate as the starting material and an improved Sharpless catalytic asymmetric dihydroxylation with 100% d.e. (diastereomeric excess) as the key step. The result is much better than the usual asymmetric dihydroxylation procedure. t-Butyl nitrite/2,2,6,6-tetramethylpiperidine N-oxyl radical/FeCl3 catalyst system was developed to activate molecular oxygen for the aerobic oxidation of 24-hydroxycholesterol and the 24-ketocholesterol was obtained in 86.2% yield. The oxidation system has never been reported before. The mechanism for the catalytic aerobic oxidation was also proposed.
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Ercoli,de Ruggieri
, (1953)
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A Stereoselective Synthesis and a Convenient Synthesis of Optically Pure (24 R)- and (24 S)-24-hydroxycholesterols
Koch, Patrick,Nakatani, Yoichi,Luu, Bang,Ourisson, Guy
, p. 185 - 194 (2007/10/02)
A new stereoselective synthesis of optically pure (24 S)-24-hydroxycholesterol (cerebrosterol) and (24 R)-24-hydroxycholesterol, using D- and L-valines as chiral sources, as well as a convenient synthesis, are described.