Methyl fluorosulfate → HCID 86745656, compound

HRID 5093

Reaction equation

HRID 5093 reaction equation
[F:1][S:2]([O:5][CH3:6])(=[O:4])=[O:3].[CH3:7][N:8]([CH3:28])[C:9]([C@@H:11]1[CH2:15][C@H:14]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[CH2:13][N:12]1[CH2:26][CH3:27])=[O:10]>C(Cl)Cl>[F:1][S:2]([O-:5])(=[O:4])=[O:3].[CH3:28][N:8]([CH3:7])[C:9]([C@@H:11]1[CH2:15][C@H:14]([S:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=2)[CH2:13][N+:12]1([CH2:26][CH3:27])[CH3:6])=[O:10]

Participants

4

Reactant 2

HCID 9870Methyl fluorosulfateHCID 57143534HCID 57143534, compound

Product 1

HCID 86745656HCID 86745656, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

128 μl of methyl fluorosulfonate were added to a solution of 438 mg of (2S, 4S)-2-(N,N-dimethylcarbamoyl)-1-ethyl-4-(4-methoxybenzylthio)pyrrolidine dissolved in 10 ml of methylene chloride, and the mixture was stirred at room temperature for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was washed repeatedly by decantation with diethyl ether and dried under reduced pressure to afford the title compound as an oil.

Workup

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

Sources & evidence

ORD record
ord-cf85995aab2247649fbb7de51c4ee7a6
Source dataset
uspto-grants-1993_09
Patent number
US05242914

Linked notes

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