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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918405Generated: October 30, 2026

Urea, (2,2-diethoxyethyl)- → 21-Chloro-16alpha-(2,2-diethoxyethoxy)-11beta,17-dihydroxypregna-1,4-diene-3,20-dione

https://huagongshe.com/reaction/918405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUrea, (2,2-diethoxyethyl)-HCID 1713901—
ReactantEthane, 2-diazo-1,1-diethoxy-HCID 21520892—
Reactant21-Chloro-11beta,16alpha,17-trihydroxypregna-1,4-diene-3,20-dioneHCID 86733753—
SolventMethanolHCID 887—
Product21-Chloro-16alpha-(2,2-diethoxyethoxy)-11beta,17-dihydroxypregna-1,4-diene-3,20-dioneHCID 86733752—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2,2-diethoxy-1-diazoethane (prepared from 0.0935 mole of N-2,2-diethoxyethyl urea by the method of W. Kirmse and M. Buschhoff, Chem. Ber., 100, 1491 (1967)) in 300 ml of 3:2 ether-pentane is diluted with 100 ml of methanol and cooled to 0°C. 21-Chloro-11β,16α,17-trihydroxypregna-1,4-diene-3,20-dione, 16,17-cycloborate is added in portions until nitrogen evolution ceases. The solvent is removed in vacuo to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03971773
Source datasetuspto-grants-1976_07
ORD IDord-2d813c81b2a043a78d6f4aae31eea7e8
Source noteuspto-grants-1976_07