HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-2-[[(S)-2-(Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | (S)-1-(tert-Butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidine | HCID 57133844 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (S)-2-[[(S)-2-(Hydroxy-2-(p-methoxyphenoxy)ethyl]-1-pyrrolidinyl]carbonyl]-N-(phenylmethyl)-1-pyrrolidinecarboxamide | HCID 86749642 | — |
Reaction Steps
4N Hydrochloric acid (1,4-dioxane solution, 50 ml) was added to (S)-1-(tert-butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidine (8.03 g), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and the residue was reacted, in the same manner as in Example 3-a), with N-(benzylaminocarbonyl)-L-proline obtained by stirring L-proline (2.63 g), benzyl isocyanate (2.58 g) and triethylamine (2.31 g) in DMF (25 ml) at room temperature for 1 hour to give the title compound (6.31 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05536737 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-ebbdd96556a34845bce43030e5f9e304 |
| Source note | uspto-grants-1996_07 |