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

HRID 1670497ノート

反応式

HRID 1670497 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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

後処理

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

出典と根拠

ORDレコード
ord-af216829cb204b0da80e52d72bb2306c
出典データセット
uspto-grants-2011_08
特許番号
US07994168B2

反応ノート

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