Diisopropylcarbodiimide → Allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate

HRID 1670497노트

반응식

HRID 1670497 반응식
CC(C)N=C=NC(C)C.[CH2:10]([O:13][C:14]([NH:16][CH:17]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:18]([OH:20])=O)=[O:15])[CH:11]=[CH2:12].[CH2:29]([O:31][CH:32]([O:38][CH2:39][CH3:40])[CH2:33][NH:34][CH:35]([CH3:37])[CH3:36])[CH3:30].C1C=NC2N(O)N=NC=2C=1>CN(C=O)C>[Cl:28][C:25]1[CH:26]=[CH:27][C:22]([CH2:21][CH:17]([NH:16][C:14](=[O:15])[O:13][CH2:10][CH:11]=[CH2:12])[C:18](=[O:20])[N:34]([CH2:33][CH:32]([O:31][CH2:29][CH3:30])[O:38][CH2:39][CH3:40])[CH:35]([CH3:36])[CH3:37])=[CH:23][CH:24]=1

참가 물질

6

반응물 4

HCID 12734DiisopropylcarbodiimideHCID 181649HOAtHCID 12503262N-(2,2-diethoxyethyl)propan-2-amineHCID 673396363-(4-Chlorophenyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propanoic acid

생성물 1

HCID 86597579Allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

7.8 ml of DIC are added dropwise to a solution of 5.7 g of 2-allyloxycarbonylamino-3-(4-chlorophenyl)propionic acid, 3.5 g of (2,2-diethoxyethyl)isopropylamine, 6.8 g of HOAt in 30 ml of DMF and the solution is stirred for 12 h. The reaction solution is concentrated under reduced pressure and purified by flash chromatography on silica gel (eluent ethyl acetate/n-heptane=1/3). The desired product is obtained with MW=440.97 (calculated monoisotopic); measured value (M+H)+: 441.15

후처리

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. custompurified by flash chromatography on silica gel (eluent ethyl acetate/n-heptane=1/3)

출처 및 근거

ORD 기록
ord-af216829cb204b0da80e52d72bb2306c
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994168B2

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