HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid → [(1S,2S)-2-[(R)-2-carboxy-pyrrolidine-1-carbonyl]-cyclohexanecarbonyl]-pyrrolidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1R,2R)-(-)-1,2-Cyclohexanedicarboxylic acid | HCID 720895 | — |
| Reactant | benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride | HCID 22827650 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [(1S,2S)-2-[(R)-2-carboxy-pyrrolidine-1-carbonyl]-cyclohexanecarbonyl]-pyrrolidine-2-carboxylic acid | HCID 23557523 | 90.5% |
Reaction Steps
Using General Procedure A with 2.0 g (8.2 mmol) D-Proline benzyl ester hydrochloride and 700 mg (4.1 mmol) trans-cyclohexane-1,2-dicarboxylic acid afforded, after flash chromatography (EtOAc), 1.36 g (62%) of the title compound as a colorless oil. MS m/e (%): 547 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06740760B2 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-93bba73e18db4c618f0c673c3d5fd632 |
| Source note | uspto-grants-2004_05 |