1,2-Dichloroethane → N-(2-ACETYLTHIOMETHYL-3-PHENYLPROPANOYL)-beta-(2-NAPHTHYL)-beta-ALANINE METHYL ESTER

HRID 1587985노트

반응식

HRID 1587985 반응식
Cl.[CH3:2][O:3][C:4](=[O:18])[CH2:5][CH:6]([C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)[NH2:7].[C:19]([S:22][CH2:23][CH:24]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:25](O)=[O:26])(=[O:21])[CH3:20].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.C(N(CC)CC)C>[CH3:2][O:3][C:4](=[O:18])[CH2:5][CH:6]([C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)[NH:7][C:25](=[O:26])[CH:24]([CH2:23][S:22][C:19](=[O:21])[CH3:20])[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 99917962-[(Acetylthio)methyl]-3-phenylpropionic AcidHCID 69893349Methyl 3-amino-3-(naphthalen-2-yl)propanoate hydrochloride

생성물 1

HCID 86746977N-(2-ACETYLTHIOMETHYL-3-PHENYLPROPANOYL)-beta-(2-NAPHTHYL)-beta-ALANINE METHYL ESTER

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

Mix equimolar parts of β-(2-naphthyl)-β-alanine methyl ester, hydrochloride and 2-acetylthiomethyl-3-phenylpropanoic acid with 1.2 equivalents each of EDC, triethylamine and HOBT in DMF and stir overnight. Evaporate the solvent, partition between EtOAc and water, and concentrate the organic layer. Separate on silica using ether/hexane and crystallize from acetone/hexane to obtain the title compound, m.p. 133°-135° C.

후처리

  1. customEvaporate the solvent
  2. custompartition between EtOAc and water
  3. concentrationconcentrate the organic layer
  4. customSeparate on silica
  5. customcrystallize from acetone/hexane

출처 및 근거

ORD 기록
ord-9594af5482e243e583c9b61ecf3b47ec
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05219886

반응 노트

불러오는 중…