HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lipoamide → n-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lipoamide | HCID 863 | — |
| Reactant | 1-Hexanol | HCID 8103 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 11791243 | — |
| Solvent | Ethyl tert-butyl ether | HCID 12512 | — |
| Product | n-Hexyl (2R)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate Ethyl (2S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06743608B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-e6fb5dac0bb84ba68086cd8f7f79a89d |
| Source note | uspto-grants-2004_06 |