Methyl fluorosulfate → (2S, 4S)-2-Ethylcarbamoyl-1-ethyl-1-methyl-4-(4-methoxybenzylthio)pyrrolidinium fluorosulfonate

HRID 5103

Reaktionsgleichung

Reaktionsgleichung von HRID 5103
[F:1][S:2]([O:5][CH3:6])(=[O:4])=[O:3].[CH2:7]([NH:9][C:10]([C@@H:12]1[CH2:16][C@H:15]([S:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[CH2:14][N:13]1[CH2:27][CH3:28])=[O:11])[CH3:8]>C(Cl)Cl>[F:1][S:2]([O-:5])(=[O:4])=[O:3].[CH2:7]([NH:9][C:10]([C@@H:12]1[CH2:16][C@H:15]([S:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=2)[CH2:14][N+:13]1([CH2:27][CH3:28])[CH3:6])=[O:11])[CH3:8]

Komponenten

4

Edukt 2

HCID 9870Methyl fluorosulfateHCID 14880288(2S, 4S)-2-Ethylcarbamoyl-1-ethyl-4-(4-methoxybenzylthio)pyrrolidine

Produkt 1

HCID 86745658(2S, 4S)-2-Ethylcarbamoyl-1-ethyl-1-methyl-4-(4-methoxybenzylthio)pyrrolidinium fluorosulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

233 μl of methyl fluorosulfonate were added, whilst ice-cooling, to a solution of 910 mg of (2S, 4S)-2-ethylcarbamoyl-1-ethyl-4-(4-methoxybenzylthio)pyrrolidine dissolved in 35 ml of dry methylene chloride, and the mixture was stirred at room temperature for 3.5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was washed by decantation with diethyl ether and dried under reduced pressure, to afford 1.20 g of the title compound as a pale brown oil.

Aufarbeitung

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. washthe residue was washed by decantation with diethyl ether
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a8f8a3b32f32483890fe4ab467777b15
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05242914

Verknüpfte Notizen

Wird geladen…