Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 233528Generated: October 30, 2026

Citric Acid → (2beta,3alpha,5alpha,17beta)-3-Hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile 2-hydroxy-1,2,3-propanetricarboxylate

https://huagongshe.com/reaction/233528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant(2beta,3alpha,5alpha,17beta)-3-Hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstan-11-one-17-carbonitrileHCID 22868795—
SolventEthanolHCID 702—
Product(2beta,3alpha,5alpha,17beta)-3-Hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile 2-hydroxy-1,2,3-propanetricarboxylateHCID 131719790—

Reaction Steps

A mixture of (2β,3α,5α,17β)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile (500 mg) and citric acid (224 mg) in ethanol (5 ml) was stirred for 5 min. Removal of the solvent under reduced pressure and crystallisation from dichloromethane-diethyl ether afforded (2β,3α,5α,17β)-3-hydroxy-2-(2,2-dimethyl-4-morpholinyl)androstane-11-one-17-carbonitrile 2-hydroxy-1,2,3-propanetricarboxylate (1:1) salt (427 mg). [α]D +80.8° (c 0.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05593983
Source datasetuspto-grants-1997_01
ORD IDord-e61053942876446c820e0a40b7351274
Source noteuspto-grants-1997_01