Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59571057 | HCID 59571057 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59570904 | HCID 59570904 | 99.8% |
Reaction Steps
A mixture of methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate (66.5 g), 4 M aqueous sodium hydroxide solution (66.5 mL), methanol (66.5 mL), and THF (133 mL) was stirred under heating and reflux for 30 minutes, and left to be cooled at room temperature, and the organic solvent was evaporated under reduced pressure. To the residue was added chloroform (500 mL), and concentrated hydrochloric acid (25 mL) was then added thereto under ice-cooling. The organic layer was washed with saturated brine (200 mL×2) and dried over anhydrous sodium sulfate, and the solvent was then evaporated under reduced pressure to obtain 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionic acid (64.8 g) as an off-white amorphous substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08329707B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-214511dc162a4506b68c086baed8c5a1 |
|---|
| Source note | uspto-grants-2012_12 |
|---|