Triethylamine → (R)-2-(5-Phenyl-benzofuran-2-ylmethoxycarbonylamino)-3-phenylpropionic Acid Methyl Ester

HRID 1827970

반응식

HRID 1827970 반응식
[OH:1][CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:8][C:6]=2[CH:7]=1.[CH3:18][O:19][C:20](=[O:32])[C@H:21]([N:29]=[C:30]=[O:31])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(N(CC)CC)C>C1COCC1>[CH3:18][O:19][C:20](=[O:32])[C@H:21]([NH:29][C:30]([O:1][CH2:2][C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:8][C:6]=2[CH:7]=1)=[O:31])[CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 6558897Methyl (R)-(+)-2-isocyanato-3-phenylpropionateHCID 113790942-Hydroxymethyl-5-phenyl-benzofuran

생성물 1

HCID 12990909(R)-2-(5-Phenyl-benzofuran-2-ylmethoxycarbonylamino)-3-phenylpropionic Acid Methyl Ester수율 63.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

A mixture of 2-hydroxmethyl-5-phenyl-benzofuran 17 (1.20 g, 5.85 mmole), (R)-2-isocyanato-3-phenyl-propionic acid methyl ester 5 (1.2 g, 5.9 mmole), triethylamine (1.7 ml), and THF (30 ml) was heated to 50° C. under a nitrogen atmosphere for 6 hrs. The solvent was removed under reduced pressure and the residue was purified by chromatography giving about 1.6 g of (R)-2-(phenyl-benzofuran-2-ylmethoxycarbonylamino)-3-phenyl-propionic acid methyl ester 18, mp. 85–86° C.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-b8142267aa1845b0bdc2de33c8b1f91e
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07056903B2

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