HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-Dihydroquinine → (2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-Dihydroquinine | HCID 121515 | — |
| Reactant | HCID 22012324 | HCID 22012324 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (-)-Dihydroquinine | HCID 121515 | — |
| Product | (2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid | HCID 57219069 | 42.4% |
Reaction Steps
To a solution of (2RS,3RS)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid (354 mg) in dichloromethane (7 ml) was added hydroquinine (326 mg) and the mixture was stirred to be a clear solution. The solvent was evaporated under reduced pressure and the residue was crystallized from ethyl acetate. Precipitates were recrystallized from a mixture of ethyl acetate and ethanol (50:1) to afford hydroquinine salt of (2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid as crystals (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06207686B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-404c87f535204e1cb12ebf7d5d5ee960 |
| Source note | uspto-grants-2001_03 |