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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494166Generated: October 28, 2026

Dibenzylamine → {5-{(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl}-2-[(phenylmethyl)oxy]phenyl}formamide

https://huagongshe.com/reaction/494166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibenzylamineHCID 7656—
Reactant(R)-N-(2-(Benzyloxy)-5-(oxiran-2-yl)phenyl)formamideHCID 11489356—
Product{5-{(1R)-2-[Bis(phenylmethyl)amino]-1-hydroxyethyl}-2-[(phenylmethyl)oxy]phenyl}formamideHCID 86606166—

Reaction Steps

A mixture of {5-[(2R)-2-oxiranyl]-2-[(phenylmethyl)oxy]phenyl}formamide (WO 0276933) (200 mg) and dibenzylamine (0.75 ml) were heated in a microwave oven at 150° for 30 min. The mixture was allowed to cool to 20° and was purified on a silica SPE bond elut cartridge (10 g) using a gradient of 0% to 50% EtOAc in cyclohexane (Gradmaster™). The appropriate fractions were evaporated in vacuo and the residue further purified by mass-directed autopreparative HPLC to give the title compound (123 mg). LCMS RT=2.75 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538127B2
Source datasetuspto-grants-2009_05
ORD IDord-a554398fb4514f4a8337416e4ec43232
Source noteuspto-grants-2009_05