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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844769Generated: October 30, 2026

p-Toluenesulfonic acid → tert-butyl N-[(1R)-1-(benzylcarbamoyl)-2-hydroxyethyl]carbamate

https://huagongshe.com/reaction/1844769

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 86650906HCID 86650906—
SolventEthanolHCID 702—
Producttert-butyl N-[(1R)-1-(benzylcarbamoyl)-2-hydroxyethyl]carbamateHCID 4622314065%

Reaction Steps

A solution of 12.86 g of Intermediate 3 and 0.65 g of p-toluensulfonic acid in 100 mL of ethanol was heated at reflux temperature for 2 hours. The solvent was evaporated under vacuum and to the residue was added ethyl acetate (100 mL) which resulted in the precipitation of a white solid. The solvent was partially distilled and 150 mL of petroleum oil was added and stirred overnight. The solid was collected by filtration and dried yielding 6.5 g of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946477B2
Source datasetuspto-grants-2015_02
ORD IDord-e9d560bf5ea04961ab15414ac1485979
Source noteuspto-grants-2015_02