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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1283775Generated: October 31, 2026

Water → Z-Phe-ONp

https://huagongshe.com/reaction/1283775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantBenzyloxycarbonyl-L-phenylalanineHCID 70878—
Reactant2-p-Nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amideHCID 54359964—
SolventTetrahydrofuranHCID 8028—
ProductZ-Phe-ONpHCID 15102559.3%

Reaction Steps

To a solution of N-benzyloxycarbonyl-L-phenyl alanine (0.6 g) and triethylamine (0.28 ml) in dry tetrahydrofuran (12 ml), 2-p-nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amide (0.6 g) is added, and the resulting mixture is stirred at room temperature for 1.5 hours. The reaction mixture is admixed with water and extracted with ethyl acetate. The organic layer is washed with an aqueous solution of sodium chloride, dried and concentrated. The residue is recrystallized from an ethanol-petroleum ether mixture to give N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (0.5 g) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03976635
Source datasetuspto-grants-1976_08
ORD IDord-a8a5f0dd095d4edda4bdcca9c0cc71d2
Source noteuspto-grants-1976_08