Triethylamine → N-(p-Chlorobenzoyl)-2-(2-cyanoethyl)alanine methyl ester

HRID 464006ノート

反応式

HRID 464006 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:18][O:19][C:20](=[O:45])[C@:21]([CH2:41][CH2:42][C:43]#[N:44])([CH3:40])[NH:22][C:23](=[O:39])[C@@H:24]1[CH2:28][CH2:27][CH2:26][N:25]1[C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30]>ClCCl>[CH3:18][O:19][C:20](=[O:45])[C@:21]([CH2:41][CH2:42][C:43]#[N:44])([CH3:40])[NH:22][C:23](=[O:39])[C@@H:24]1[CH2:28][CH2:27][CH2:26][N:25]1[C:29]([O:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)=[O:30].[CH3:18][O:19][C:20](=[O:45])[C@:21]([CH2:41][CH2:42][C:43]#[N:44])([CH3:40])[NH:22][C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 54540171N-(N-benzyloxycarbonyl-L-prolyl)-2-(2-cyanoethyl)alanine methyl ester

生成物 2

HCID 53771201N-(p-Chlorobenzoyl)-2-(2-cyanoethyl)alanine methyl esterHCID 54540171N-(N-benzyloxycarbonyl-L-prolyl)-2-(2-cyanoethyl)alanine methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

p-Chlorobenzoyl chloride (0.91 g) and triethylamine (0.91 ml) were added at 5° C. to a solution of 0.85 g of isomer (i) of the 2-(2-cyanoethyl)alanine methyl ester in dichloromethane (20 ml), and the resulting mixture was stirred at 0°-5° C. for 2 hours. The reaction mixture was then washed with water (20 ml) and the organic layer was dried over magnesium sulphate. The solvent was distilled off and the residue was purified by silica gel Lobar column chromatography (eluent: 1/1 cyclohexane/ethyl acetate; flow rate: 12 ml/minute), giving 1.13 g of isomer (i) of the desired product as a colourless powder.

後処理

  1. washThe reaction mixture was then washed with water (20 ml)
  2. dry with materialthe organic layer was dried over magnesium sulphate
  3. distillationThe solvent was distilled off
  4. customthe residue was purified by silica gel Lobar column chromatography (eluent: 1/1 cyclohexane/ethyl acetate; flow rate: 12 ml/minute)

出典と根拠

ORDレコード
ord-6f44b58168394d25b36cbdea420b052c
出典データセット
uspto-grants-1985_10
特許番号
US04545942

反応ノート

読み込み中…