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

HRID 2302208

反応式

HRID 2302208 の反応式
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]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 13000988D-phenylalanine hydrochloride

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-145a45c4b5a8413eb2a069e4e99e6914
出典データセット
uspto-grants-2002_08
特許番号
US06432921B1

関連ノート

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