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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934743Generated: October 27, 2026

Penicillamine → (3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid

https://huagongshe.com/reaction/1934743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPenicillamineHCID 5852—
ReactantEthyl AcetateHCID 8857—
Reactant4-(4-Isopropylphenoxy)-1-cyclohexanoneHCID 22467144—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acidHCID 7015580068.2%

Reaction Steps

In a mixture of 0.70 ml of ethanol and 0.30 ml of water were dissolved 0.30 g of 4-(4-isopropylphenoxy)-1-cyclohexanone and 0.21 g of D-penicillamine. The solution thus formed was stirred at ambient temperature for 4 hours. The reaction mixture was poured into a solvent mixture consisting of water and ethyl acetate, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and the deposited crystal was collected by filtration. Thus, 0.32 g of (3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid was obtained as a colorless crystalline product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384065B1
Source datasetuspto-grants-2002_05
ORD IDord-d6ee92f98fee4f6598b7407baaf9e9a1
Source noteuspto-grants-2002_05