HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67207317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | HCID 12486297 | HCID 12486297 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67207317 | HCID 67207317 | 30.2% |
Reaction Steps
Piperazine-1-carboxylic acid tert-butyl ester (1.17 g, 6.28 mmol, Lancaster) and toluene-4-sulfonic acid 2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester (1.98 g, 6.6 mmol, prepared from (2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol and tosyl chloride) and potassium carbonate (1 g, Fisher) were stirred in acetonitrile (22 mL) overnight at room temperature. After aqueous workup, the residue was purified by flash column chromatography to give 4-(3,4-dihydroxy-butyl)-piperazine-1-carboxylic acid tert-butyl ester (0.52g), which was deprotected with 1 N hydrochloric acid in methanol at 50° C. to give 4-piperazin-1-yl-butane-1,2-diol hydrochloride (360 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513239B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-c0178db973cb413d97b73d62ce5aa06a |
| Source note | uspto-grants-2013_08 |