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

HRID 1670497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1670497
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

Komponenten

6

Edukt 4

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-af216829cb204b0da80e52d72bb2306c
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994168B2

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