Trifluoroacetic acid → 4-(4-Chlorophenylsulfonylamino)pyrrolidine trifluoroacetate

HRID 2073256Notes

Reaction equation

HRID 2073256 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]2[CH2:16][NH:15][CH2:14][CH2:13]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20]>>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH:12]2[CH2:16][NH:15][CH2:14][CH2:13]2)(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 179145054-(4-Chlorophenylsulfonylamino)pyrrolidine

Product 1

HCID 867438494-(4-Chlorophenylsulfonylamino)pyrrolidine trifluoroacetate

Procedure

A solution of (2S,4R)-1-t-butoxycarbonyl-2-[(E and Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)pyrrolidine (7.63 g) in 75% aqueous trifluoroacetic acid (48 ml) was stirred at room temperature for 40 minutes and the solvent was evaporated in vacuo. To the residue was added toluene (50 ml) and the solvent was evaporated in vacuo to give (2S,4R)-2-[(E and Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)pyrrolidine trifluoroacetate (7.85 g) as a brown oil.

Workup

  1. customthe solvent was evaporated in vacuo
  2. additionTo the residue was added toluene (50 ml)
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-3cd310026f2a49ea9ee8c50e528af00d
Source dataset
uspto-grants-1990_04
Patent number
US04916152

Reaction notes

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