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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 53942Generated: October 30, 2026

1-Phenethylamine, (+)- → N-(1-Phenylethyl)amino-3-hydroxy-2,3,4,5-tetrahydrofuran

https://huagongshe.com/reaction/53942

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (+)-HCID 643189—
ReactantTrimethylaluminumHCID 16682925—
Reactant3,4-Epoxy-2,5-dihydrofuranHCID 22013150—
ProductN-(1-Phenylethyl)amino-3-hydroxy-2,3,4,5-tetrahydrofuranHCID 86750710—

Reaction Steps

According to the procedure of Overman, et al. (J. Org. Chem. 1985, 50, 4154), 3,4-epoxy-2,5-dihydrofuran was treated with (R)-1-phenylethylamine and trimethylaluminum to give a 1:1 mixture of diastereomers. The mixture was purified by silica gel chromatography to provide the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05621109
Source datasetuspto-grants-1997_04
ORD IDord-9af0bce2d775476eaf671bad4fa92694
Source noteuspto-grants-1997_04