HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-1-(1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl)-piperidine-2-carboxylic acid benzyl ester → (2S)-1-[(1,1-Dioxido-4-thiomorpholinyl)carbonyl]-2-piperidinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-1-(1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl)-piperidine-2-carboxylic acid benzyl ester | HCID 58564025 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2S)-1-[(1,1-Dioxido-4-thiomorpholinyl)carbonyl]-2-piperidinecarboxylic acid | HCID 58563809 | — |
Reaction Steps
To a solution of (S)-1-(1,1-Dioxo-1λ6-thiomorpholine-4-carbonyl)-piperidine-2-carboxylic acid benzyl ester (1.53 g; 4.021 mmol) in ethyl acetate (100 mL) is added 10% palladium on carbon (500 mg) and the reaction mixture is placed under an atmosphere of hydrogen and stirred at room temperature overnight. After this time, the mixture is filtered through Celite®. The Celite® is washed with 50% ethyl acetate in ethanol then ethanol and the combined filtrates are concentrated in vacuo to afford the title compound as a white solid, m/z 291 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-ed8df3ce3e6d446c8e5df5de0dbd2072 |
| Source note | uspto-grants-2014_11 |