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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20367Generated: October 29, 2026

2-Amino-3-(benzyloxy)propan-1-ol → 1-(1-(R)-benzyloxymethyl-2-hydroxyethylamino)-4-cyclohexylbutan-2-(S)-ol

https://huagongshe.com/reaction/20367

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-3-(benzyloxy)propan-1-olHCID 14118408—
Reactant2-(S)-(2-cyclohexylethyl)-oxiraneHCID 86615360—
SolventEthanolHCID 702—
Product1-(1-(R)-benzyloxymethyl-2-hydroxyethylamino)-4-cyclohexylbutan-2-(S)-olHCID 6856412557.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Dissolve (R)-(+)-2-amino-3-benzyloxy-1-propanol (317 mg, 1.75 mmol) and 2-(S)-(2-cyclohexylethyl)-oxirane (270 mg, 1.75 mmol) in absolute ethanol (8 mL) and heat at 80° C. in a sealed glass pressure vessel overnight. Concentrate and purify (silica gel chromatography, eluting with 8:92 to 10:90 methanol:dichloromethane) to give the desired compound (336 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745438B2
Source datasetuspto-grants-2010_06
ORD IDord-0dd0f2b0bb82455580b3219019ff4366
Source noteuspto-grants-2010_06