Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918415Generated: November 2, 2026

2-(2-Diazoethoxy)oxane → 21-Chloro-11beta,17-dihydroxy-16alpha-[2-(tetrahydropyran-2-yloxy)ethoxy]-pregna-1,4-diene-3,20-dione

https://huagongshe.com/reaction/918415

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2-Diazoethoxy)oxaneHCID 21520879—
Reactant21-Chloro-11beta,16alpha,17-trihydroxypregna-1,4-diene-3,20-dioneHCID 86733753—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Product21-Chloro-11beta,17-dihydroxy-16alpha-[2-(tetrahydropyran-2-yloxy)ethoxy]-pregna-1,4-diene-3,20-dioneHCID 22791782—

Reaction Steps

A solution of 2-(tetrahydropyran-2-yloxy)-1-diazoethane (prepared from 0.21 mole of N-[2-(tetrahydropyran-2-yloxy)ethyl]urea as described in Example 1) in 400 ml of 3:1 ether-pentane is diluted with 100 ml each of ether and methanol at 0°C and stirred vigorously while 21-chloro-11β,16α,17-trihydroxypregna-1,4-diene-3,20-dione, 16,17-cycloborate (12 mmoles) is added. After nitrogen evolution ceases the solvents are 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-9c873323b49c432aba26e9e91a416864
Source noteuspto-grants-1976_07