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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570992Generated: October 30, 2026

Trifluoroacetic acid → benzylguanine N-Fmoc-piperidine

https://huagongshe.com/reaction/570992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}piperidine-4-carboxylic acidHCID 2736490—
Reactant6-AminomethylbenzylguanineHCID 136386261—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Productbenzylguanine N-Fmoc-piperidineHCID 136386262—

Reaction Steps

Weighed into a 50 ml round-bottomed flask were 48.1 mg (178 μmol) of 6-aminomethylbenzylguanine which was partially dissolved in 10 ml of anhydrous dimethylformamide. 62.5 mg (178 μmol) of 4-carboxy-N-Fmoc-piperidine and 57.1 mg (178 μmol) of TBTU were added. The reaction mixture was left stirring for two hours. The reaction was monitored by HPLC on a Merck Lichrospher RP °18, 5 μm, 125×4.6 column with a gradient of acetonitrile in water containing 0.2% of trifluoroacetic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024022B2
Source datasetuspto-grants-2015_05
ORD IDord-bceedb4d589c41efb05e7185ba13d1b3
Source noteuspto-grants-2015_05