HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → (R)-4-thiocarbamoyl-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Fmoc isothiocyanate | HCID 4154759 | — |
| Reactant | (R)-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid benzyl ester hydrochloride | HCID 67408219 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (R)-4-thiocarbamoyl-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid benzyl ester | HCID 59703783 | 78.5% |
Reaction Steps
To a solution of the compound (2.58 g) obtained in Step 3 in chloroform (26 ml) was added, with stirring at room temperature, triethylamine (896 μl), and 9-fluorenylmethoxycarbonyl isothiocyanate (1.66 g) was added. After stirring overnight at room temperature, piperidine (1.11 ml) was added. After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure, and purified by column chromatography (5% methanol/chloroform) to give the title compound (2.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017612B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-f14641bff0084f19b54c8e6ac3e16b90 |
| Source note | uspto-grants-2011_09 |