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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351519Generated: October 25, 2026

Lipoamide → n-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate

https://huagongshe.com/reaction/351519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLipoamideHCID 863—
Reactant1-HexanolHCID 8103—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-ethoxy-3-(4-hydroxyphenyl)propanoateHCID 11791243—
SolventEthyl tert-butyl etherHCID 12512—
Productn-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoateHCID 86587068—

Reaction Steps

To a solution of ethyl (2RS) (+/−) 2-ethoxy-3-(4-hydroxyphenyl)propanoate in t-butyl ethyl ether (dried on 3 Å molecular sieve) (10 mg/ml) was added n-hexanol (2 equivalents), triethylamine (dried on 3 Å molecular sieve) (14 mol %), 4 Å molecular sieve, and Mucor miehei lipase Lipozyme IM (from Novo Nordisk) (20 mg). The reaction mixture was shaken at room temperature and analysed at different times. The reaction mixture was analysed by the gradient HPLC method 1 and by the chiral CE method 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743608B2
Source datasetuspto-grants-2004_06
ORD IDord-e6fb5dac0bb84ba68086cd8f7f79a89d
Source noteuspto-grants-2004_06