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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633967Generated: October 30, 2026

Piperidine → 3-(4-Formylbenzamido)propanoic acid

https://huagongshe.com/reaction/1633967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant4-Formylbenzoic acidHCID 12088—
ReactantDiisopropylcarbodiimideHCID 12734—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-Fluorenylmethoxycarbonyl-I2-alanineHCID 2724630—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product3-(4-Formylbenzamido)propanoic acidHCID 22502353—

Reaction Steps

To the above resin bound Fmoc β-alanine was added 500 μL of a 20% solution of piperidine in DMF. After 30 min of shaking, the resin was drained and washed with 1 mL DMF containing 1-hydroxybenzotriazole (50 mg/mL) and DMF (2×1 mL). Then 200 μmol 4-formylbenzoic acid (30 mg) and 200 μmol HOBt (31 mg) dissolved in DMF (500 μL) were added to the resin followed by 200 μmol diisopropyl carbodiimide (DIC, 25.2 mg) dissolved in acetonitrile (500 μL). The mixture was shaken for 4 hours at 25° C. followed by filtration and washing of the resin with DMF (3×1 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503949B1
Source datasetuspto-grants-2003_01
ORD IDord-218ab136e79a46d3bd88ab9f7fe60792
Source noteuspto-grants-2003_01