Ethyl Acetate → N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester

HRID 1590115ノート

反応式

HRID 1590115 の反応式
Br.Br.[CH3:3][O:4][C:5](=[O:25])[C@H:6]([CH2:19][C:20]1[N:24]=[CH:23][NH:22][CH:21]=1)[NH:7][C:8](=[O:18])[C@H:9]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH2:10].C1(=O)N([O:31][C:32](=O)[C@H:33]([CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[NH:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])C(=O)CC1.C(OCC)(=O)C>CN(C)C=O.C(N(CC)CC)C>[CH3:3][O:4][C:5](=[O:25])[C@H:6]([CH2:19][C:20]1[N:24]=[CH:23][NH:22][CH:21]=1)[NH:7][C:8](=[O:18])[C@H:9]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH:10][C:32](=[O:31])[C@H:33]([CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[NH:34][C:35]([O:37][C:38]([CH3:41])([CH3:39])[CH3:40])=[O:36]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 107447tert-butyl (S)-(1-benzyl-2-((2,5-dioxo-1-pyrrolidinyl)oxy)-2-oxoethyl)carbamateHCID 178419261HCID 178419261、化合物

生成物 1

HCID 178501419N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester収率 72.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

L-Phenylalanyl-L-histidine methyl ester dihydrobromide(1.75 g) is dissolved in a mixture of dimethylformamide (10 ml) and triethylamine(1.4 ml), and N-tert-butoxycarbonyl-L-phenylalanine succinimido ester (1.34 g) is added thereto. The mixture is stirred at room temperature overnight. Ethyl acetate is added to the mixture, and insoluble materials are filtered off. The filtrate is washed with an aqueous sodium bicarbonate solution, and an aqueous sodium chloride solution is added thereto. The precipitated crystals are washed with ethyl acetate and water and then dried to give N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester(1.5 g) as colorless crystals. Yield: 71.8%

後処理

  1. additionis added
  2. filtrationare filtered off
  3. washThe filtrate is washed with an aqueous sodium bicarbonate solution
  4. additionan aqueous sodium chloride solution is added
  5. washThe precipitated crystals are washed with ethyl acetate and water
  6. customdried

出典と根拠

ORDレコード
ord-51fc25ae16d84677bb8aa91e5a6da399
出典データセット
uspto-grants-1993_04
特許番号
US05202312

反応ノート

読み込み中…