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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649471Generated: October 26, 2026

Dichloromethane → 3beta-Tribenzylsilyloxy-7alpha-chloro-5,6beta-epoxy-15beta,16beta-methylene-5beta-androstan-17-one

https://huagongshe.com/reaction/1649471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriphenylphosphineHCID 11776—
Reactant3beta-Tribenzylsilyloxy-5,6beta-epoxy-7beta-hydroxy-15beta,16beta-methylene-5beta-androstan-17-oneHCID 88686820—
SolventPyridineHCID 1049—
SolventCarbon TetrachlorideHCID 5943—
Product3beta-Tribenzylsilyloxy-7alpha-chloro-5,6beta-epoxy-15beta,16beta-methylene-5beta-androstan-17-oneHCID 88687372—

Reaction Steps

24 g of 3β-tribenzylsilyloxy-5,6β-epoxy-7β-hydroxy-15β,16β-methylene-5β-androstan-17-one is dissolved in a mixture of 250 ml of methylene chloride, 250 ml of carbon tetrachloride, and 125 ml of pyridine and stirred with 24 g of triphenylphosphine for 3 hours. The mixture is then washed with water, dried over sodium sulfate, and concentrated under vacuum. After chromatography on silica gel with hexane-acetone, 19.8 g of 3β-tribenzylsilyloxy-7α-chloro-5,6β-epoxy-15β,16β-methylene-5β-androstan-17-one is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04416985
Source datasetuspto-grants-1983_11
ORD IDord-3b0c40187f054d77b3bf4c700ce03659
Source noteuspto-grants-1983_11