HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 57979768, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-t-Butylbenzenesulfonyl chloride | HCID 139882 | — |
| Reactant | HCID 57979764 | HCID 57979764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57979768 | HCID 57979768 | 42% |
Reaction Steps
To a stirred solution of (3R,5R)-benzyl 3,5-dimethylpiperazine-1-carboxylate (500 mg, 2.02 mmol) in anhydrous dichloromethane (8 mL) was added diisopropylethylamine (1.4 mL, (8.08 mmol) followed by 4-tert-butylbenzene-1-sulfonyl chloride (940 mg, 4.04 mmol). The reaction mixture was stirred for 68 hours. Reaction was complete as determined by TLC. After solvent evaporation the crude product was purified by flash column chromatography to afford benzyl (3S,5S)-4-[(4-tert-butylphenyl)sulfonyl]-3,5-dimethylpiperazine-1-carboxylate in 42% yield (377 mg) as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632838B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-b36ed2d8bb0e4b1eba619f1dcd8dfadd |
| Source note | uspto-grants-2009_12 |