Trifluoroacetic acid → HCID 86747841, compound

HRID 1033677Notes

Reaction equation

HRID 1033677 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].[C:16]([CH2:19][N:20]1[CH2:25][CH2:24][N:23]([C:26]([C@@H:28]2[CH2:32][C@H:31]([S:33]CC3C=CC(OC)=CC=3)[CH2:30][N:29]2[C:43]([O:45][CH2:46][C:47]2[CH:52]=[CH:51][C:50]([N+:53]([O-:55])=[O:54])=[CH:49][CH:48]=2)=[O:44])=[O:27])[CH2:22][CH2:21]1)(=[O:18])[NH2:17]>C1(OC)C=CC=CC=1>[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].[C:16]([CH2:19][N:20]1[CH2:21][CH2:22][N:23]([C:26]([C@@H:28]2[CH2:32][C@H:31]([SH:33])[CH2:30][N:29]2[C:43]([O:45][CH2:46][C:47]2[CH:48]=[CH:49][C:50]([N+:53]([O-:55])=[O:54])=[CH:51][CH:52]=2)=[O:44])=[O:27])[CH2:24][CH2:25]1)(=[O:18])[NH2:17]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 10674602HCID 10674602, compound

Product 1

HCID 86747841HCID 86747841, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

2.88 ml of trifluoroacetic acid and 94 μl of trifluoromethanesulfonic acid were added to a suspension of 305 mg of (2S,4S)-2-(4-carbamoylmethyl-1-piperazinylcarbonyl)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (prepared as described in Preparation 10) in 577 μl of anisole, whilst ice-cooling, and then the resulting mixture was stirred at room temperature for 1 hour. It was then treated in a similar manner to that described in Example 13(1), to give 316 mg of the title compound as a powder.

Workup

  1. temperaturecooling
  2. additionIt was then treated in a similar manner to that

Sources & evidence

ORD record
ord-1ddab60a64e741f591fc00931a7366b3
Source dataset
uspto-grants-1994_05
Patent number
US05310735

Reaction notes

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