HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperazine → 1,1-dimethylethyl [(1S)-3-methyl-1-(1-piperazinylcarbonyl)butyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- | HCID 83170 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,1-dimethylethyl [(1S)-3-methyl-1-(1-piperazinylcarbonyl)butyl]carbamate | HCID 59868341 | 79% |
Reaction Steps
To 1.00 g (4.33 mmol) of (S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid was added 750 mg (8.66 mmol) of piperazine, 20 mL of DCM, 1.34 g (6.5 mmol) of DCC and 17.9 mL (12.99 mmol) of TEA. This was allowed to stir overnight at room temperature. The next morning, it was diluted with more DCM, and filtered. The filtrate was concentrated and purified in the ISCO using a 40 gram column and eluting with 0-10% MeOH/DCM to obtain the desired product in 79% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969565B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-aca8d526467f4a878ebe12555648492d |
| Source note | uspto-grants-2015_03 |