HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 1-tert-Butyloxycarbonyl-4-(3-aminopropyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate | HCID 86625340 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-tert-Butyloxycarbonyl-4-(3-aminopropyl)piperazine | HCID 17750945 | — |
Reaction Steps
Triphenylphosphine (2.78 g, 10.6 mmol) is added to a stirred solution of 4-(3-azido-propyl)-piperazine-1-carboxylic acid tert-butyl ester (2.05 g, 7.61 mmol) in a solution of THF (10 mL)/acetonitrile (30 mL)/water (4 mL). The resultant mixture is stirred for 16 hours. After concentration and subsequent chromatography on silica gel, eluting with 2 M NH3/CH3OH in dichloromethane 0-20%, the title compound is obtained as a clear oil (1.76 g, 95% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547691B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-28fa504dac5442618d220833fbc392c8 |
| Source note | uspto-grants-2009_06 |