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

HRID 1587985ノート

反応式

HRID 1587985 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-9594af5482e243e583c9b61ecf3b47ec
出典データセット
uspto-grants-1993_06
特許番号
US05219886

反応ノート

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