Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Cyclohexylmethane sulfonyl chloride | HCID 3871475 | — |
| Edukt | methyl (2S)-piperidine-2-carboxylate hydrochloride | HCID 13246232 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 57106621 | HCID 57106621 | 70,5% |
Reaktionsschritte
Triethylamine (22.15 ml) was added to a solution of (2S)-2-(methoxycarbonyl)piperidine hydrochloride (10 g) [see Preparation 24] and cyclohexylmethanesulfonyl chloride (16.42 g) [King. J. F. et al,. J. Am. Chem. Soc., 1992, 114(5), 1743-9] in dichloromethane (100 ml). The reaction mixture was stirred for 18 hours after which time the solvent was removed under reduced pressure and the residue diluted with ethyl acetate. The organic layer was washed with water, brine, dried over magnesium sulphate and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel eluting with a solvent gradient of 95:5 changing to 80:20, by volume, hexane:ethyl acetate to afford methyl (2S)-1-[(cyclohexylmethyl)sulfonyl]-2-piperidinecarboxylate (11.9 g) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06610707B1 |
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| Quelldatensatz | uspto-grants-2003_08 |
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| ORD ID | ord-8fae7256d29a449793106bcdde891b9f |
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| Quellennotiz | uspto-grants-2003_08 |
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