HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → methyl 3-(4-{4-[(1R)-1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate | HCID 11454331 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | methyl 3-(4-{4-[(1R)-1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate | HCID 68880145 | 49% |
Reaction Steps
Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate (110 mg, 0.232 mmol) was subjected to optical resolution by high performance liquid chromatography (HPLC) (hexane:ethanol=8:2) using CHIRALCEL OD column (2 cm I.D.×25 cm L; DAICEL CHEMICAL IND., LTD) to give the title compound (R form, 54 mg, 49%) along with its S form (55 mg, 50%). The optical purity was determined by HPLC analysis using an optically active column.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517996B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-b097c3dd53c24ac88d7f6b7ab6aceafe |
| Source note | uspto-grants-2009_04 |