Methyl (R)-(+)-2-isocyanato-3-phenylpropionate → (R)-2-(4-Phenoxymethyl-benzyloxycarbonylamino)-3-phenyl-propionic Acid Methyl Ester

HRID 1827962

반응식

HRID 1827962 반응식
[O:1]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][O:18][C:19](=[O:31])[C@H:20]([N:28]=[C:29]=[O:30])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C1C=CN=CC=1>[CH3:17][O:18][C:19](=[O:31])[C@H:20]([NH:28][C:29]([O:16][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:14][CH:13]=1)=[O:30])[CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

4

반응물 2

HCID 6558897Methyl (R)-(+)-2-isocyanato-3-phenylpropionateHCID 11333367(4-(Phenoxymethyl)phenyl)methanol

생성물 1

HCID 12990904(R)-2-(4-Phenoxymethyl-benzyloxycarbonylamino)-3-phenyl-propionic Acid Methyl Ester수율 95.4%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

4-Phenoxymethylphenylmethanol 4 (0.857 g, 4.0 mmol), (R)-2-isocyanato-3-phenyl-propionic acid methyl ester 5 (1.026 g, 5.0 mmol) and 4-dimethylaminopyridine (DMAP) (10 mg) were combined, heated until molten, and stirred for 20 min. Upon cooling, the residue was purified by chromatography to give about 1.6 g of (R)-2-(4-phenoxymethyl-benzyloxycarbonylamino)-3-phenyl-propionic acid methyl ester 6.

후처리

  1. temperatureheated
  2. temperatureUpon cooling
  3. customthe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-13b93bb077cb49369b30162400705b29
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07056903B2

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