Trifluoroacetic acid → (2,5-Dioxopiperazin-1-yl)acetic acid

HRID 865504Notes

Reaction equation

HRID 865504 reaction equation
FC(F)(F)C(O)=O.CC([O:12][C:13](=[O:23])[CH2:14][N:15]1[CH2:20][C:19](=[O:21])[NH:18][CH2:17][C:16]1=[O:22])(C)C>C1(OC)C=CC=CC=1>[O:22]=[C:16]1[CH2:17][NH:18][C:19](=[O:21])[CH2:20][N:15]1[CH2:14][C:13]([OH:23])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54358465HCID 54358465, compound

Product 1

HCID 15646787(2,5-Dioxopiperazin-1-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

In a 50 ml round bottom flask 5.0 ml of 70% trifluoroacetic acid acid was added to 2,5-dioxo-1-piperazineacetic acid 1,1-dimethylethyl ester (1.0 g) dissolved in anisole (1 ml). The reaction was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography. The deprotection rection was sufficiently complete after one hour.

Sources & evidence

ORD record
ord-5de8829d50984b16a7dc7dbfbc83d838
Source dataset
uspto-grants-1996_10
Patent number
US05565568

Reaction notes

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