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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 267624Generated: November 1, 2026

Triethylamine → 3alpha-Hydroxy-17beta(3'-morpholinopropoxycarbonyl)-5alpha-androstan-11-one

https://huagongshe.com/reaction/267624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant17beta(3'-Morpholinopropoxycarbonyl)-5alpha-androstan-3,11-dioneHCID 22788249—
CatalystTetrachloroiridium--hydrogen chloride--water (1/2/1)HCID 16211483—
SolventIsopropanolHCID 3776—
Product3alpha-Hydroxy-17beta(3'-morpholinopropoxycarbonyl)-5alpha-androstan-11-oneHCID 22788262—

Reaction Steps

A solution of 17β(3'-morpholinopropoxycarbonyl)-5α-androstan-3,11-dione (140 mg.) in isopropanol (1 ml.) was added to a "stock" solution of the chloroiridic acid reagent (7 ml.) which had been neutralised to ca. pH 6 with triethylamine immediately prior to the addition. After refluxing for 7 hr., isolation of the product afforded a gum (150 mg.) which, after purification by preparative t.l.c., gave the title compound as a white froth; 112 mg., [α]D + 51° (c, 0.6,).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03943124
Source datasetuspto-grants-1976_03
ORD IDord-0d978c6325eb4f3c824f618eb42154a7
Source noteuspto-grants-1976_03