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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15398Generated: October 31, 2026

Trifluoroacetic acid → (S)-1-Allyl-3-benzyl-6-methylenepiperazine-2,5-dione

https://huagongshe.com/reaction/15398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 11950630HCID 11950630—
Product(S)-1-Allyl-3-benzyl-6-methylenepiperazine-2,5-dioneHCID 11950453—

Reaction Steps

The effect of the amount of TFA acid catalyst was evaluated. (S)-1-Allyl-3-benzyl-6-methylenepiperazine-2,5-dione was prepared by reacting N-2-oxo-propanoyl-L-phenylalanine allylamide with various amounts of trifluoroacetic acid for 24 hours. Enantiomeric excess of the product was determined by chiral HPLC using a CHIRALCEL OD column eluted with n-Hexane:Ethanol (5:1). The TFA amounts, product yields, and enantiometric excess presented in Table 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732605B2
Source datasetuspto-grants-2010_06
ORD IDord-a22072adf265439da20bd058ef52816c
Source noteuspto-grants-2010_06