Methanol → methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride

HRID 2302208

반응식

HRID 2302208 반응식
S(Cl)([Cl:3])=O.[NH2:5][C@@H:6]([C:14]([OH:16])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.[CH3:18]O>>[NH2:5][C@@H:6]([C:14]([O:16][CH3:18])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[ClH:3]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 13000988D-phenylalanine hydrochloride

생성물 1

HCID 11481330methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride

실험 절차

To cold (−20° C.) and dry methanol (1 l) was added dropwise thionylchloride (130 ml). H—D-Phe-OH.HCl (147.6 g) was added and the reaction mixture was heated under reflux for 30 min and then kept at room temperature overnight. The mixture was concentrated in vacuo and coevaporated with methanol (3 times). The residue was crystallized from methano/diethyl ether yielding H—D-Phe-OMe.HCl as a white crystalline powder (187.4 g). TLC: Rf=0.54, silica gel, n-butanolacetic acid/water 10/1/3 v/v.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 30 min
  3. concentrationThe mixture was concentrated in vacuo
  4. customThe residue was crystallized from methano/diethyl ether

출처 및 근거

ORD 기록
ord-145a45c4b5a8413eb2a069e4e99e6914
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06432921B1

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