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- W2950559637 abstract "The synthetic routes to 25-hydroxy derivatives of 4-methylcholest-4-ene and 4,4-dimethylcholest-5-ene from methyl lithocholate and methyl 3β-acetoxy-24-homochol-5-en-25-oate ( 6 ) have been investigated. The cholest-5-ene-3β,25-diol ( 7 ), readily available from 6 , was transformed in a few steps into the title compounds. It was also found that bromination of 24-acetoxy-5β-cholan-3-one ( 1 ) and of its enol acetate followed by dehydrobromination is not a regioselective reaction. Formation of mixtures of 2β-bromo-3-oxo and 4β-bromo-3-oxo compounds, which gave mixtures of 24-acetoxychol-4-en-3-one ( 4 ) and 24-acetoxy-5β-chol-1-en-3-one ( 5 ) of similar polarity was observed. 4-Methyl-25-hydroxycholest-4-en-3-one ( 14 ) and 4-methyl-25-hydroxycholesta-1,4-dien-3-one ( 16 ) are potential substrates for the preparation of 4-methyl analogs of vitamin D 3 ." @default.
- W2950559637 created "2019-06-27" @default.
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- W2950559637 date "2007-01-01" @default.
- W2950559637 modified "2023-10-16" @default.
- W2950559637 title "Methyl Steroids. Studies on the Synthesis of 4-Methyl- and 4,4-Dimethyl-25-hydroxycholestan-3-one Derivatives" @default.
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- W2950559637 doi "https://doi.org/10.1135/cccc20071319" @default.
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