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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48538Generated: October 27, 2026

Benzyl Alcohol → (S)-Benzyl 3-(benzoylaminomethyl)-5-methylhexanoate

https://huagongshe.com/reaction/48538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant(S)-3-(Benzoylaminomethyl)-5-methylhexanoic acidHCID 9813903—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(S)-Benzyl 3-(benzoylaminomethyl)-5-methylhexanoateHCID 1555190579%

Reaction Steps

Benzyl alcohol (0.31 g, 3.0 mmol) was added to a stirred mixture of (S)-3-(benzoylaminomethyl)-5-methylhexanoic acid 4 (0.78 g, 3.0 mmol), 1,3-dicyclo-hexylcarbodiimide (0.61 g, 3.0 mmol), and 4-dimethylaminopyridine (0.36 g, 3.0 mmol) in dichloromethane (40 ml) and the mixture was stirred for 18 hours. The reaction mixture was, filtered and concentrated in vacuo. The residue was chromatographed (SiO2, heptane-ether, 1:0 to 75:25) to give 5(0.83 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703522B2
Source datasetuspto-grants-2004_03
ORD IDord-27e65473b07b4a7d82522535a19e5e3f
Source noteuspto-grants-2004_03