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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1196373Generated: November 3, 2026

Dimethyl Carbonate → 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-ene

https://huagongshe.com/reaction/1196373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl CarbonateHCID 12021—
Reactant20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxypregn-6-en-5alpha-olHCID 67852911—
CatalystSulfuric AcidHCID 1118—
Product20-(5,5-dimethyl-1,3-dioxan-2-yl)-1alpha-(tert-butyldimethylsilyl)oxy-3beta-(N,N-dimethylcarbamoyl)oxy-7alpha-(methoxycarbonyl)oxypregn-5-eneHCID 22843925—

Reaction Steps

In 10 ml of dimethyl carbonate was dissolved 350 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α-(tert-butyldimethylsilyl)oxy-3β-(N,N-dimethylcarbamoyl)oxypregn-6-en-5α-ol, followed by addition of one drop of concentrated sulfuric acid. The mixture was stirred in an atmosphere of argon gas under ice-cooling for 1 hour. The reaction mixture was then worked up in the same manner as Example 132 to give 95 mg of 20-(5,5-dimethyl-1,3-dioxan-2-yl)-1α -(tert-butyldimethylsilyl)oxy-3β-(N,N-dimethylcarbamoyl)oxy-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-0267794c2c15476297c58a827abb0b9a
Source noteuspto-grants-1992_05