HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (-)-2-(1-hydroxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-(1-methoxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile | HCID 86701715 | — |
| Solvent | Carbon Dioxide | HCID 280 | — |
| Product | (-)-2-(1-hydroxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile | HCID 86701713 | — |
Reaction Steps
Resolution of the enantiomers of 2-(1-methoxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile was achieved by chiral SFC using a CHIRALPAK® AD-H column with 60% EtOH (0.2% DEA) in CO2 to give (+)-2-(1-hydroxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile (tr=6.31 min) and (−)-2-(1-hydroxy-1-(5-methoxy-7-methyl-1H-indol-4-yl)ethyl)benzo[d]oxazole-5-carbonitrile (tr=11.01 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056874B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-83a5d49b7406410e91ac5e8f5a9755ae |
| Source note | uspto-grants-2015_06 |