Trifluoroacetic acid → HCID 86747842, compound

HRID 1033678Notes

Reaction equation

HRID 1033678 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].COC1C=CC(C[S:23][C@@H:24]2[CH2:28][N:27](C(OCC3C=CC([N+]([O-])=O)=CC=3)=O)[C@H:26]([C:42]([N:44]3[CH2:49][CH2:48][N:47]([CH2:50][C:51]([O:53][CH2:54][C:55]4[CH:60]=[CH:59][C:58]([N+:61]([O-:63])=[O:62])=[CH:57][CH:56]=4)=[O:52])[CH2:46][CH2:45]3)=[O:43])[CH2:25]2)=CC=1>C1(OC)C=CC=CC=1>[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].[SH:23][C@@H:24]1[CH2:28][NH:27][C@H:26]([C:42]([N:44]2[CH2:45][CH2:46][N:47]([CH2:50][C:51]([O:53][CH2:54][C:55]3[CH:56]=[CH:57][C:58]([N+:61]([O-:63])=[O:62])=[CH:59][CH:60]=3)=[O:52])[CH2:48][CH2:49]2)=[O:43])[CH2:25]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 57125058HCID 57125058, compound

Product 1

HCID 86747842HCID 86747842, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

8.0 ml of trifluoroacetic acid and 160 μl of trifluoromethanesulfonic acid were added, whilst ice-cooling, to a suspension of 1120 mg of (2S,4S)-4-(4-methoxybenzylthio)-2-[4-(4-nitrobenzyloxycarbonylmethyl)-1-piperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (prepared as described in Preparation 11) in 1.75 ml of anisole, and the resulting mixture was stirred at room temperature for 1.5 hours. At the end of this time, it was treated by a similar procedure to that described in Example 13(1), to give 1.58 g of the title compound as a powder.

Workup

  1. additionAt the end of this time, it was treated by a similar procedure to

Sources & evidence

ORD record
ord-718fd4309a064ed9bc7462b0f11f4e86
Source dataset
uspto-grants-1994_05
Patent number
US05310735

Reaction notes

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