Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-benzyl hydrogen (R)-pyrrolidine-1,2-dicarboxylate | HCID 111208 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11369167 | HCID 11369167 | — |
Reaction Steps
A mixture composed of 40 mL of toluene and 40 mL of oxalyl chloride was added—in 30 minutes at room temperature—to a solution of 100 g of 1-[(benzyloxy)carbonyl]-D-proline in 200 mL of toluene and 0.5 mL of DMF. After stirring for 2 hours at 20-25° C. the HPLC showed complete conversion and the reaction mixture was concentrated with oil at about 40° C. under vacuum, redissolved to toluene and reconcentrated obtaining 122.1 g of residue. At 20-25° C. the residue was dissolved in 100.00 mL of THF and this solution was used in example 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08426612B2 |
|---|
| Source dataset | uspto-grants-2013_04 |
|---|
| ORD ID | ord-f34a2f8a732a4a72b8204b02fa4d8f4f |
|---|
| Source note | uspto-grants-2013_04 |
|---|