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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918403Generated: October 30, 2026

11beta,16alpha,17,21-Tetrahydroxypregn-4-ene-3,20-dione → 16alpha-(2,2-Diethoxyethoxy)-11beta,17,21-trihydroxypregn-4-ene-3,20-dione

https://huagongshe.com/reaction/918403

Reaction equation

Participants

RoleNameHCIDCharge
Reactant11beta,16alpha,17,21-Tetrahydroxypregn-4-ene-3,20-dioneHCID 102003—
ReactantUrea, (2,2-diethoxyethyl)-HCID 1713901—
ReactantEthane, 2-diazo-1,1-diethoxy-HCID 21520892—
SolventMethanolHCID 887—
SolventDiethylether pentaneHCID 21877078—
Product16alpha-(2,2-Diethoxyethoxy)-11beta,17,21-trihydroxypregn-4-ene-3,20-dioneHCID 68143162—

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 B. 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. 11β,16α,17,21-Tetrahydroxypregn-4-ene-3,20-dione, 16,17-cycloborate is added in portions until nitrogen evolution ceases. The solvent is removed in vacuo and the residue is recrystallized from methanol to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03971773
Source datasetuspto-grants-1976_07
ORD IDord-7503150db3f24ed69c50a2ca3de1ccfc
Source noteuspto-grants-1976_07