HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Thiophenedicarboxylic acid → (R)-1-[5-[(R)-2-Benzyloxycarbonyl-pyrrolidine-1-carbonyl]-thiophene-2-carbonyl]-pyrrolidine-2-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Thiophenedicarboxylic acid | HCID 20273 | — |
| Reactant | benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride | HCID 22827650 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-1-[5-[(R)-2-Benzyloxycarbonyl-pyrrolidine-1-carbonyl]-thiophene-2-carbonyl]-pyrrolidine-2-carboxylic acid benzyl ester | HCID 53673751 | 84% |
Reaction Steps
Using General Procedure A with 2.0 g (8.2 mmol) D-Proline benzyl ester hydrochloride and 700 mg (4.1 mmol) thiophene-2,5-dicarboxylic acid afforded, after flash chromatography (EtOAc), 1.84 g (84%) of the title compound as a yellow crystalline solid. MS m/e (%): 564 (M+NH4+, 70), 547 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06262089B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-81dfd18d5a73428cbf71eec68ed8a666 |
| Source note | uspto-grants-2001_07 |