HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 13857262, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-Butyl [(2R)-1-hydroxy-4-methylpentan-2-yl]carbamate | HCID 16211316 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13857262 | HCID 13857262 | — |
Reaction Steps
Triethylamine (59 ml) and methanesulfonylchloride (25 ml) were added to a THF solution (200 ml) containing (R)-tert-butyl (1-hydroxy-4-methylpentan-2-yl)carbamate (46.2 g) in an ice bath, followed by stirring for 0.5 hours. A saturated sodium hydrogen carbonate aqueous solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure. A white solid of (R)-2-((tert-butoxycarbonyl)amino)-4-methylpentyl methanesulfonate (60 g) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051310B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e7692659b9a44215993fe8c5ed92f90e |
| Source note | uspto-grants-2015_06 |