HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67166130, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 2-oxopiperidine-1-carboxylate | HCID 7577838 | — |
| Reactant | (2S)-2-amino-4-(methylsulfanyl)butanamide hydrochloride | HCID 18531008 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67166130 | HCID 67166130 | — |
Reaction Steps
N-tert-Butyloxycarbonylpiperidone (5.9 g, 29.8 mmol) and triethylamine (3.02 g, 29.8 mmol) were added to a solution of (S)-methioninamide hydrochloride (5.5 g, 29.8 mmol) in dry EtOH (66 ml) and the mixture was heated for 2.5 h under reflux. After addition of water (50 ml) and CH2Cl2 (200 ml), the organic phase was separated off and the aqueous phase was extracted with CH2Cl2 (3×20 ml). The combined organic phases were dried over Na2SO4. After filtration, the solvent was distilled off. tert-Butyl 3-(S)-(2-methylsulfanylethyl)-2-oxo-1,4,8-triazaspiro[4,5]decane-8-carboxylate was obtained in a yield of 8.0 g (82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951815B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-c839254cc0af4e54bd2c0a8b77fd5072 |
| Source note | uspto-grants-2011_05 |