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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373673Generated: October 30, 2026

4-Hydroxybenzaldehyde → HCID 58781797, compound

https://huagongshe.com/reaction/1373673

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantDiisopropylethylamineHCID 81531—
ReactantL-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 83170—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 58781797HCID 58781797—

Reaction Steps

BOP (13.0 mmol) was added to a solution of N-tert-butyloxycarbonyl-L-leucine (10.9 mmol) and 4-hydroxybenzaldehyde (13.0 mmol) in dry DMF (12 mL), and stirred to dissolve. N,N-Diisopropylethylamine (43.0 mmol) and 4-dimethylaminopyridine (1 mmol) were added with stirring. The resulting solution was stirred for 2.5 hours. The reaction mixture was covered with dichloromethane (100 mL) and washed with water, saturated aqueous sodium bicarbonate, and saturated brine. The dichloromethane was dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The resulting red oil was purified by column chromatography on silica gel with dichloromethane as an eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07163923B2
Source datasetuspto-grants-2007_01
ORD IDord-6f39a02fc70347b0ab80c616c7c0e8fa
Source noteuspto-grants-2007_01