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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227240Generated: October 29, 2026

Acetic Acid → HCID 86584402, compound

https://huagongshe.com/reaction/2227240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium borohydrideHCID 4311764—
ReactantAndrost-5-en-3-one, 17-(acetyloxy)-7-methyl-, (7α,17β)-HCID 131723363—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86584402HCID 86584402—

Reaction Conditions

Temperature-3 °C

Reaction Steps

Add slowly a solution of 7α-methylandrost-5-en-3-on-17β-ol 17 acetate (L74a, 6.3 g, 18.9 mmol) in tetrahydrofuran (50 mL) to a solution of sodium borohydride (0.72 g, 18.9 mmol) in 95% ethanol (200 mL) cooled to −3° C. in a salt/ice bath with stirring. Stir at this temperature for 3 hours and decompose the excess reagent by cautious addition of acetic acid (10 mL). Remove the solvents and purify the resulting crude product by flash chromatography to give 7α-methylandrost-5-ene-3β,17β-diol 17 acetate (L75a) as a white solid. Similarly prepare the following analogs:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413951B2
Source datasetuspto-grants-2002_07
ORD IDord-42566252ef144f76a91e531e4f28687e
Source noteuspto-grants-2002_07