Triethylamine → alpha,epsilon-dicarbobenzoxy-L-lysyl-L-phenylalanine benzyl ester

HRID 354713ノート

反応式

HRID 354713 の反応式
[C:1]([C@@:11]([C:28](O)=[O:29])([CH2:13][CH2:14][CH2:15][CH:16]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[NH2:17])[NH2:12])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].C(N(CC)CC)C.ClC(OCC(C)C)=O.[CH2:46]([O:53][C:54](=[O:64])[C@H:55]([CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[NH2:56])[C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1>C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[CH2:46]([O:53][C:54](=[O:64])[C@H:55]([CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[NH:56][C:28](=[O:29])[C@:11]([C:1]([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2])([CH2:13][CH2:14][CH2:15][CH:16]([C:18]([O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])[NH2:17])[NH2:12])[C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1

参加物

8

反応条件

温度
0 °C

実験手順

To a stirred solution of α,ε-dicarbobenzoxy-L-lysine (4) (96 mmol, 39.69 g), toluene (310 ml) and triethylamine (96 mmol, 9.70 g) at 0° C., was added, over a period of 15 minutes, iso-butyl chloroformate (109 mmol, 14.88 g), maintaining the temperature between -5° and 0° C. The resulting jelly-like reaction mixture was stirred for 30 minutes at 0° C. and then a slurry of L-phenylalanine benzyl ester, p-toluene sulphonate (1) (96 mmol, 40.99 g) in chloroform (470 ml) and triethylamine (96 mmol, 9.70 g) was added quickly in one portion and the clear solution was allowed to stir at ambient temperature overnight.

後処理

  1. customThe resulting jelly-like reaction mixture
  2. stirringto stir at ambient temperature overnight

出典と根拠

ORDレコード
ord-ac60421b493c45569276741815aa824e
出典データセット
uspto-grants-1983_03
特許番号
US04376766

反応ノート

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