Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | D-Tartaric acid | HCID 439655 | — |
| Reactant | 2-Methyl-2-(3-piperidin-3-yl-phenoxy)-propionic acid benzyl ester | HCID 68883956 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 131726320 | HCID 131726320 | 89% |
Reaction Steps
D-(−)-tartaric acid (3.80 g, 25.3 mmol) was suspended in 105 mL of 2-butanone containing 2.5% water, then the suspension was warmed to reflux to give a clear solution. (R)-enriched 2-methyl-2-(3-piperidin-3-yl-phenoxy)-propionic acid benzyl ester (9.10 g, 25.7 mmol) was dissolved in 15 mL of of 2-butanone containing 2.5% water and was then added to the refluxing solution of D-(−)-tartaric acid. The reaction solution stirred at reflux for 15 minutes, then cooled slowly to room temperature and stirred for 16 hr. The resulting white precipitate was collected by filtration and rinsed with 2-butanone followed by drying in vacuo to give (R)-2-methyl-2-(3-piperidin-3-yl-phenoxy)-propionic acid benzyl ester-(D)-tartrate salt (9.64 g, 89%, 93% e.e.) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07199243B2 |
|---|
| Source dataset | uspto-grants-2007_04 |
|---|
| ORD ID | ord-64f96e445e34422d88c9adc78c67dc35 |
|---|
| Source note | uspto-grants-2007_04 |
|---|