Benzenesulfonyl chloride → N-benzenesulfonylglycyl-L-proline benzylester

HRID 1073990

反応式

HRID 1073990 の反応式
Cl.[CH2:2]([O:9][C:10](=[O:20])[C@@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:19])[CH2:17][NH2:18])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:28]1([S:34](Cl)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(Cl)Cl>[CH2:2]([O:9][C:10](=[O:20])[C@@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:19])[CH2:17][NH:18][S:34]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(=[O:36])=[O:35])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 13068147glycyl-L-proline benzylester hydrochloride

生成物 1

HCID 14858890N-benzenesulfonylglycyl-L-proline benzylester収率 94.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

Glycyl-L-proline benzylester hydrochloride (1.49 g, 5 mmole) was dissolved in methylene chloride (30 ml), and triethylamine (1.11 g, 11 mmole) was added thereto at -30° C., and then methylene chloride (10 ml) solution of benzenesulfonylchloride (0.86 g, 5 mmole) was added dropwise. The mixture was stirred for 1 hour at less than 0° C, and then for 5 hours at room temperature, and methylene chloride (60 ml) was added. The mixture thus obtained was washed with 5% aqueous sodium bicarbonate (100 ml, twice), 1N aqueous hydrochloric acid (100 ml, twice) and water (100 ml) in the order given, and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure to give N-benzenesulfonylglycyl-L-proline benzylester (yield: 1.91 g, 94.9%).

後処理

  1. waitfor 5 hours at room temperature
  2. customThe mixture thus obtained
  3. washwas washed with 5% aqueous sodium bicarbonate (100 ml
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled under reduced pressure

出典と根拠

ORDレコード
ord-958a0c1fa24948f081e45962559c8a3e
出典データセット
uspto-grants-1990_11
特許番号
US04971993

関連ノート

読み込み中…