HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86688091, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 67469749 | HCID 67469749 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86688091 | HCID 86688091 | 99.3% |
Reaction Steps
tert-Butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (525 mg, 1.34 mmol) was dissolved in THF (10 mL) and triethylamine (375 μL, 2.69 mmol) and methanesulfonyl chloride (126 μL, 1.61 mmol) were added to the reaction and stirred for 1 hour. The reaction was partitioned between saturated aqueous NaHCO3 and EtOAc, dried over Na2SO4, filtered and concentrated to afford tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-(methylsulfonyloxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (623 mg, 1.33 mmol, 98.9% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754226B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-af07e34217084c58aca05acc9eaac887 |
| Source note | uspto-grants-2014_06 |