HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → (S)-5-Methoxy-1-methyl-pyrrolidine-2-carboxylic acid phenethyl-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | (S)-5-Hydroxy-1-methyl-pyrrolidine-2-carboxylic acid phenethyl-amide | HCID 66995346 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-5-Methoxy-1-methyl-pyrrolidine-2-carboxylic acid phenethyl-amide | HCID 66995375 | — |
Reaction Steps
Product 11B is dissolved hemi-aminal in 10 mL anhydrous methanol and 100 mg 10-camphorsulfonic acid is added. Methanolysis is complete in 1 hour. The resulting material is filtered and concentrated, then reconstituted with ethyl acetate and washed with saturated bicarb followed by drying over anhydrous sodium sulfate, filtered and concentrated. LCMS characterization ES+383.1 (m+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989441B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-ea02397b8c684560b4fb592bcf8002c3 |
| Source note | uspto-grants-2011_08 |