Compound Q&A

How is (1S,2S,4R,9beta,16alpha)-1,2,20-Trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-ene-16,25-diyl diacetate (CAS: 586960-44-3) typically synthesized?

Answer

(1S,2S,4R,9beta,16alpha)-1,2,20-Trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-ene-16,25-diyl diacetate
This compound is synthesized from cholestane derivatives through a series of chemical transformations including epoxidation, hydroxylation, and esterification reactions. Commonly, cholestane is oxidized to form the necessary double bonds, followed by the introduction of hydroxyl groups and subsequent esterification with acetic anhydride. The exact conditions and catalysts can vary, but the yield is generally good with around 70-80%.

About

English Name (1S,2S,4R,9beta,16alpha)-1,2,20-Trihydroxy-9,10,14-trimethyl-11,22-dioxo-4,9-cyclo-9,10-secocholest-5-ene-16,25-diyl diacetate
Molecular Formula C34H52O9
Molecular Weight 604.78 g/mol
SMILES C[C@@](O)([C@H]1[C@@H](C[C@@]2(C)[C@@H]3CC=C4[C@@H](C[C@H](O)[C@@H](O)C4(C)C)[C@]3(C)C(=O)C[C@@]21C)OC(C)=O)C(=O)CCC(C)(C)OC(C)=O
InChIKey VDLDNIIIESJMEV-NBFJMLLASA-N
Last Updated: 2026-03-16 17:23

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