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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369710Generated: October 30, 2026

Isopropanol → N-(4-{[2-({6-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy]methyl}phenyl)-N'-phenylurea

https://huagongshe.com/reaction/2369710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantPhenyl isocyanateHCID 7672—
Reactant(5R)-3-(6-{2-[(4-aminobenzyl)oxy]ethoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-oneHCID 66845317—
SolventDichloromethaneHCID 6344—
ProductN-(4-{[2-({6-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy]methyl}phenyl)-N'-phenylureaHCID 66845075—

Reaction Steps

A solution of (5R)-3-(6-{2-[(4-aminobenzyl)oxy]ethoxy}hexyl)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (150 mg) in dichloromethane (5 ml) under nitrogen was treated with phenyl isocyanate (0.07 ml) and the mixture stirred at 20° for 5 h. Isopropyl alcohol (5 ml) was added and the solution was stirred for a further 18 h. The solvent was evaporated in vacuo and the residue purified by SPE (silica, 10 g). Elution with EtOAc—cyclohexane (3:7) then EtOAc gave the title compound (159 mg). LCMS RT=3.68 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE044874E1
Source datasetuspto-grants-2014_04
ORD IDord-8228c1a70bd24591b227733e41e4cff8
Source noteuspto-grants-2014_04