Hydrochloric Acid → 4-[(R)-aminophenylmethyl]-1-piperidinecarboxylic acid phenylmethyl ester

HRID 337023Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 337023
CC([S@]([NH:7][C@@H:8]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:11][CH2:10]1)=O)(C)C.CO.Cl>O1CCOCC1>[NH2:7][C@@H:8]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])[CH2:11][CH2:10]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 866632334-[(R)-[[(R)-(1,1-Dimethylethyl)sulfinyl]amino]phenylmethyl]-1-piperidinecarboxylic acid, phenylmethyl ester

Produkt 1

HCID 666897524-[(R)-aminophenylmethyl]-1-piperidinecarboxylic acid phenylmethyl esterAusbeute 105,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 4-[(R)-[[(R)-(1,1-dimethylethyl)sulfinyl]amino]phenylmethyl]-1-piperidinecarboxylic acid, phenylmethyl ester (0.59 g), methanol (5 mL) and hydrogen chloride in 1,4-dioxane (4M, 5 mL) was stirred at room temperature for 10 minutes then concentrated in vacuo. The residue was diluted in dichloromethane (2 mL) and triturated with diethyl ether to afford the subtitle compound as a solid (470 mg).

Aufarbeitung

  1. concentrationthen concentrated in vacuo
  2. additionThe residue was diluted in dichloromethane (2 mL)
  3. customtriturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-0b1e89d60a4e47dea474744b0a270259
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889692B2

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