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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181588Generated: November 4, 2026

alpha,alpha-Dimethyl-2-naphthaleneethanamine → Methyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionate

https://huagongshe.com/reaction/1181588

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha,alpha-Dimethyl-2-naphthaleneethanamineHCID 15369616—
ReactantLithium perchlorateHCID 23665649—
Reactantmethyl 3-[2-[(1R)-1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]propionateHCID 58662605—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-[2-[(1R)-1-[(2R)-2-hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]phenyl]propionateHCID 58662623107.4%

Reaction Steps

Methyl 3-[2-[(1R)-1-(((2R)-oxiranyl)methoxy)ethyl]phenyl]propionate (286 mg) obtained in Step 3 was dissolved in acetonitrile (10 ml), [2-methyl-1-(naphthalen-2-yl)propan-2-yl]amine (218 mg) and lithium perchlorate (157 mg) were successively added, and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to give the title compound (539 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285572B2
Source datasetuspto-grants-2007_10
ORD IDord-05c148326ee949cd9807edd75191c042
Source noteuspto-grants-2007_10