Dicyclohexylcarbodiimide → Z-D-Lys(Boc)-Phe-OMe

HRID 2309821ノート

反応式

HRID 2309821 の反応式
[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@@H:2]([C:15]([OH:17])=O)[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[NH2:28][C@H:29]([C:37]([O:39][CH3:40])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.Cl.C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C)C=O>[NH:1]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[C@@H:2]([C:15]([NH:28][C@H:29]([C:37]([O:39][CH3:40])=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:17])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9]

参加物

6

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 75736Methyl L-phenylalaninate hydrochlorideHCID 757711-HydroxybenzotriazoleHCID 7269420Z-D-Lys(Boc)-OH

生成物 1

HCID 13753065Z-D-Lys(Boc)-Phe-OMe

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

43.2 g of Z-D-Lys(Boc)-OH, prepared analogously to the L-compound, are dissolved in 400 ml of dimethylformamide. 24.5 g of H-Phe-OMe.HCl, 15.33 g of HOBt, 14.53 ml of NEM and, with stirring, 25 g of DCC are added, and the mixture is left to stand overnight at room temperature. After the urea has been filtered off, the solvent is distilled off in vacuo and the oily residue is recrystallized from 200 ml of 80% strength ethanol.

後処理

  1. waitthe mixture is left
  2. filtrationAfter the urea has been filtered off
  3. distillationthe solvent is distilled off in vacuo
  4. customthe oily residue is recrystallized from 200 ml of 80% strength ethanol

出典と根拠

ORDレコード
ord-fbdd41a5fb9d4a4380c00a21a4a5acc5
出典データセット
uspto-grants-1987_09
特許番号
US04696913

反応ノート

読み込み中…