Dicyclohexylcarbodiimide → N-(3-Acetylthio-2-methylpropanoyl)-N-(cyclopropyl)glycine t-butyl ester

HRID 127612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 127612
[C:1]([O:5][C:6](=[O:12])[CH2:7][NH:8][CH:9]1[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].[C:13]([S:16][CH2:17][CH:18]([CH3:22])[C:19](O)=[O:20])(=[O:15])[CH3:14].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[C:1]([O:5][C:6](=[O:12])[CH2:7][N:8]([C:19](=[O:20])[CH:18]([CH3:22])[CH2:17][S:16][C:13](=[O:15])[CH3:14])[CH:9]1[CH2:10][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 1180733-(Acetylthio)-2-methylpropanoic acidHCID 20285435Tert-butyl 2-(cyclopropylamino)acetate

Produkt 1

HCID 20285433N-(3-Acetylthio-2-methylpropanoyl)-N-(cyclopropyl)glycine t-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of N-(cyclopropyl)glycine t-butyl ester (12 g, 0.0702 mol) and 3-acetylthio-2-methylpropionic acid (8.1 g, 0.050 mol) in methylene chloride (200 ml) chilled in an ice bath was added dicyclohexylcarbodiimide (14.4 g, 0.070 mol). The resulting mixture was stirred for sixteen hours at room temperature. The dicyclohexylurea was removed by filtration and washed with diethyl ether. Evaporation of the filtrate yielded the crude product as a pale yellow oil which was used without further purification.

Aufarbeitung

  1. customThe dicyclohexylurea was removed by filtration
  2. washwashed with diethyl ether
  3. customEvaporation of the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-c6470db822ca4c209362c947f6a1add4
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04256761

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