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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Penicillamine | HCID 5852 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-(4-Isopropylphenoxy)-1-cyclohexanone | HCID 22467144 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid | HCID 70155800 | 68.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06384065B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-d6ee92f98fee4f6598b7407baaf9e9a1 |
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| Source note | uspto-grants-2002_05 |
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