HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Tartaric acid → L-Tartaric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhex-1-ynyl)phenyl)cyclopentanecarboxylate | HCID 57554672 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | L-Tartaric acid | HCID 444305 | 100% |
| Product | (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhexyl)phenyl)cyclopentanecarboxylate | HCID 57554704 | — |
Reaction Steps
To a slurry of palladium hydroxide on carbon (1.867 g, 2.66 mmol) in MeOH (250 mL) was added a solution of (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhex-1-ynyl)phenyl)cyclopentanecarboxylate, L-tartaric Acid 2 (25.5 g, 53.2 mmol) in MeOH (50 mL). The reaction mixture was purged with hydrogen and an atmosphere of hydrogen was maintained via balloon. After about 15 hours the reaction mixture was filtered through Celite® and concentrated in vacuo to provide (1R,3R)-methyl 1-amino-3-(4-(6-methoxyhexyl)phenyl)cyclopentanecarboxylate, L-tartaric acid 2 (25.6 g, 52.9 mmol, 100% yield) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217027B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-a4c3336a5e7949678e36927f39e790c4 |
| Source note | uspto-grants-2012_07 |