4-Toluenesulfonyl chloride → 5-p-Toluenesulfonyloxy-2-methyl-2-(p-nitrobenzyloxycarbonyl)aminopentane

HRID 1252226Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1252226
[CH3:1][C:2]([NH:8][C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)=[O:10])([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].[C:22]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1>N1C=CC=CC=1.C(OCC)C.O>[C:22]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28]([O:6][CH2:5][CH2:4][CH2:3][C:2]([CH3:1])([NH:8][C:9]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=2)=[O:10])[CH3:7])(=[O:30])=[O:29])=[CH:24][CH:23]=1

Komponenten

6

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 201408004-Methyl-4-(p-nitrobenzyloxycarbonyl)aminopentanol

Produkt 1

HCID 201407755-p-Toluenesulfonyloxy-2-methyl-2-(p-nitrobenzyloxycarbonyl)aminopentane

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 4-methyl-4-(p-nitrobenzyloxycarbonyl)aminopentanol (1.63 g) and p-toluenesulfonyl chloride (2.3 g) in pyridine (17 ml) was allowed to stand at 5° C. overnight. The reaction mixture was diluted with diethyl ether and water, washed successively with dilute hydrochloric acid, aqueous sodium bicarbonate and water, dried over anhydrous sodium sulfate and evaporated to give 5-p-toluenesulfonyloxy-2-methyl-2-(p-nitrobenzyloxycarbonyl)aminopentane.

Aufarbeitung

  1. washwashed successively with dilute hydrochloric acid, aqueous sodium bicarbonate and water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-77fd4a5c98c942fc9888f8a18d2c8d28
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04742052

Notizen zur Reaktion

Wird geladen…