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

HRID 965180Notes

Reaction equation

HRID 965180 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-e8351e34c6ca4b17abcb7c8b0ae582d4
Source dataset
uspto-grants-1998_06
Patent number
US05773441

Reaction notes

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