Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | N-[2-(oxiran-2-ylmethoxy)phenyl]acetamide | HCID 2796251 | — |
| Reactant | (4S)-4-(4-Chlorophenoxy)-L-proline methyl ester | HCID 26192764 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 86759800 | HCID 86759800 | 216.3% |
Reaction Steps
Methyl (2S,4S)-4-(4-chlorophenoxy)-2-pyrrolidinecarboxylate (370 mg, 1.0 mmol) and N-[2-(2-oxiranylmethoxy)phenyl]acetamide (207 mg, 1.0 mmol) dissolved in tert-butanol (7 ml) was stirred in a sealed vial at 100° C. over night. Workup of the crude material by flash chromatography on silica (DCM/MeOH 100/2), acidification of the appropriate fractions with 1M HCl and lyophilization from acetic acid afforded the subtitled compound as a white amorphous solid (360 mg, 72%). The substance is a diastereomeric mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06943188B2 |
|---|
| Source dataset | uspto-grants-2005_09 |
|---|
| ORD ID | ord-1b3d83859d9d444fadda8936d51dc7a6 |
|---|
| Source note | uspto-grants-2005_09 |
|---|
