Trifluoroacetic acid → HCID 22851540, compound

HRID 1033670Notes

Reaction equation

HRID 1033670 reaction equation
COC1C=CC(C[S:8][C@@H:9]2[CH2:13][N:12]([C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)=[O:15])[C@H:11]([C:27]([N:29]3[CH2:35][CH2:34][CH2:33][N:32]([CH3:36])[CH2:31][CH2:30]3)=[O:28])[CH2:10]2)=CC=1.FC(F)(F)C(O)=O.[F:46][C:47]([F:53])([F:52])[S:48]([OH:51])(=[O:50])=[O:49]>C1(OC)C=CC=CC=1>[F:46][C:47]([F:53])([F:52])[S:48]([OH:51])(=[O:50])=[O:49].[F:46][C:47]([F:53])([F:52])[S:48]([OH:51])(=[O:50])=[O:49].[SH:8][C@@H:9]1[CH2:13][N:12]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)=[O:15])[C@H:11]([C:27]([N:29]2[CH2:35][CH2:34][CH2:33][N:32]([CH3:36])[CH2:31][CH2:30]2)=[O:28])[CH2:10]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 10768852HCID 10768852, compound

Product 1

HCID 22851540HCID 22851540, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

620 mg of (2S, 4S)-4-(4-methoxybenzylthio)-2-(4-methyl-1-homopiperazinylcarbonyl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (prepared as described in Preparation 5) were suspended in 1.23 ml of anisole, and the suspension was placed on an ice bath. Whilst the suspension was still on the ice bath, 6.2 ml of trifluoroacetic acid and 200 μl of trifluoromethanesulfonic acid were added to it, and the resulting mixture was stirred for 1 hour at room temperature. At the end of this time, the mixture was treated in a similar manner to that described in Example 1(1), to give 640 mg of the title compound.

Workup

  1. customthe suspension was placed on an ice bath
  2. additionwere added to it
  3. additionAt the end of this time, the mixture was treated in a similar manner to that

Sources & evidence

ORD record
ord-d2c3a11b3ad9468ea8407abb398ab8df
Source dataset
uspto-grants-1994_05
Patent number
US05310735

Reaction notes

Loading…