HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyloxycarbonyl-L-proline → (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Reactant | (S)-1-(tert-Butoxycarbonyl)-2-[1-hydroxy-2-(p-methoxyphenoxy)ethyl]pyrrolidine | HCID 57133844 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-[l-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine | HCID 57161012 | 57% |
Reaction Steps
To (2S)-1-[t-butoxycarbonyl)-2-[1-hydroxy-2-(4-methoxyphenoxy)ethyl]pyrrolidine (14.03 g) was added 4N hydrochloric acid/1,4-dioxane (220 ml), and the mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated to dryness, and the residue was dissolved in DMF (100 ml), followed by condensation reaction as in Example 1-C) w i t h known N-benzyloxycarbonyl-L-proline (10.70 g) to give 11.10 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-3be758515d614d6f99fd2672f6ed0ab7 |
| Source note | uspto-grants-1996_04 |