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

HRID 464006노트

반응식

HRID 464006 반응식
[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

참가 물질

6

반응물 3

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

생성물 2

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6f44b58168394d25b36cbdea420b052c
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04545942

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