(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → Benzyl 2-methyl-4,5,7,8-tetrahydrooxazolo[4,5-d]azepine-6-carboxylate

HRID 239179

Reaktionsgleichung

Reaktionsgleichung von HRID 239179
[CH2:1]([O:8][C:9]([N:11]1[CH2:17][CH2:16][C:15](=O)[CH:14]([NH:19][C:20](=[O:22])[CH3:21])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].COC(NS([N+](CC)(CC)CC)(=O)=O)=O>O1CCCC1>[CH3:21][C:20]1[O:22][C:15]2[CH2:16][CH2:17][N:11]([C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:10])[CH2:12][CH2:13][C:14]=2[N:19]=1

Komponenten

4

Edukt 2

HCID 11032497(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 866860824-Acetylamino-5-oxo-azepane-1-carboxylic acid benzyl ester

Produkt 1

HCID 86686083Benzyl 2-methyl-4,5,7,8-tetrahydrooxazolo[4,5-d]azepine-6-carboxylateAusbeute 814,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3 g 4-acetylamino-5-oxo-azepane-1-carboxylic acid benzyl ester in 100 mL tetrahydrofuran and 3.8 g (methoxycarbonylsulfamoyl)triethylammonium hydroxide were heated in a sealed tube at 75° C. for 1 h. The solvent was evaporated and the residue was purified by chromatographie on silica gel (ethyl acetate/hexane 1:2) to yield 23 g of the desired product. (M+H)+: 287

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue was purified by chromatographie on silica gel (ethyl acetate/hexane 1:2)

Quellen und Nachweise

ORD-Eintrag
ord-70918a54ec1b45ceb69878ad78586d14
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642774B2

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