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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 893162Generated: October 29, 2026

Triethylamine → trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl ester

https://huagongshe.com/reaction/893162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactanttrans-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)-L-prolineHCID 10566895—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttrans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl esterHCID 13504318—

Reaction Conditions

Temperature70 °C

Reaction Steps

15.0 g of trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline and 13.5 ml of triethylamine were dissolved in 150 ml of dried dimethylformamide, and 12.66 ml of p-methoxybenzyl chloride was added dropwise to the solution under a nitrogen stream, followed by stirring at 70° C. for 10 hours. The reaction mixture was diluted with 500 ml of ethyl acetate, washed with water, dried over sodium sulfate and distilled off to remove the solvent. Recrystallization of the residue from diethyl ether gave trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05122604
Source datasetuspto-grants-1992_06
ORD IDord-c7946d1c427947f580e3138fdad1bbcc
Source noteuspto-grants-1992_06