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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196370Generated: October 31, 2026

Chloroacetic Acid → 20-(1,3-Dioxolan-2-yl)-3beta-acetoxy-1alpha-benzoyloxy-7alpha-(methoxycarbonyl)oxypregn-5-ene

https://huagongshe.com/reaction/1196370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
ReactantDimethyl CarbonateHCID 12021—
Reactant20-(1,3-Dioxolan-2-yl)-3beta-acetoxy-1alpha-benzoyloxypregn-6-en-5alpha-olHCID 67852961—
Product20-(1,3-Dioxolan-2-yl)-3beta-acetoxy-1alpha-benzoyloxy-7alpha-(methoxycarbonyl)oxypregn-5-eneHCID 22843910—

Reaction Conditions

Temperature100 °C

Reaction Steps

In 10 ml of dimethyl carbonate was dissolved 350 mg of 20-(1,3-dioxolan-2-yl)-3β-acetoxy-1α-benzoyloxypregn-6-en-5α-ol, followed by addition of 0.1 ml of monochloroacetic acid. The mixture was stirred in an atmosphere of argon gas under heating at a temperature of 100° C. for 10 hours. The reaction mixture was then worked up in the same manner as Example 132 to give 100 mg of 20-(1,3-dioxolan- 2-yl)-3β-acetoxy-1α-benzoyloxy-7α-(methoxycarbonyl)oxypregn-5-ene showing the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112998
Source datasetuspto-grants-1992_05
ORD IDord-0d2742bf746a4e9780a9eba8f4bcfca9
Source noteuspto-grants-1992_05