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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167709Generated: October 26, 2026

Di-tert-butyl dicarbonate → [1-(3,4-Difluorophenyl)-2hydroxy-propyl]-carbamic acid-tert-butyl ester

https://huagongshe.com/reaction/1167709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant1-Amino-2-(3,4-difluorophenyl)propan-2-olHCID 22993445—
Reactant2-Amino-2-(3,4-difluorophenyl)propan-1-olHCID 22993475—
SolventChloroformHCID 6212—
Product[1-(3,4-Difluorophenyl)-2hydroxy-propyl]-carbamic acid-tert-butyl esterHCID 2204878560.1%
Product[2-(3,4-Difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl esterHCID 22993544—

Reaction Steps

To a solution of 1-amino-2-(3,4-difluorophenyl)-propan-2-ol and 2-amino-2-(3,4-difluorophenyl)-propan-l-ol (1.2 g, 6.4 mmol) in CHCl3 (50 mL) at 0° C. was added a solution of di-tert-butyl dicarbonate (1.74 g, 7.9 mmol) in CHCl3 (10 mL) in one portion and the resulting solution was stirred overnight at room temperature. The solvent was removed in vacuo and the residue was subjected to column chromatography on silica gel (2:1 hexane-EtOAc followed by EtOAc) to obtain [2-(3,4-difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl ester and [1-(3,4-Difluorophenyl)-2-hydroxy-propyl]-carbamic acid-tert-butyl ester as a white solid (1.1 g, 60.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620815B1
Source datasetuspto-grants-2003_09
ORD IDord-a1768436cde84befad5260a3cac9911c
Source noteuspto-grants-2003_09