HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Cis-4-Hydroxy-D-Proline | HCID 440014 | — |
| Product | Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride | HCID 12764090 | 113% |
Reaction Steps
To a suspension of cis-4-hydroxy-D-proline (16.46 g: 125.5 mmole) in methanol (66 ml), thionylchloride (9.16 ml: 125.5 mmole) is added in a nitrogen atmosphere under ice cooling, and the mixture is stirred at room temperature for 30 minutes. The mixture is further stirred to react at 40° C. for 4 hours to give (2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride as crude crystals (25.74 g). Yield: 113%. Colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05703243 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-14a8ce6d2fba4752b0817baa0f370deb |
| Source note | uspto-grants-1997_12 |