HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59215853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (3R,8aS)-Octahydropyrrolo[1,2-a]pyrazine-3-methanol | HCID 11805009 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59215853 | HCID 59215853 | 17.1% |
Reaction Steps
To a solution of (3R,8aS)-octahydropyrrolo[1,2-a]pyrazin-3-ylmethanol (Tetrahedron Asymmetry, 1996, 7(7), 1999-2005) (531.5 mg, 3.39 mmol) in 20 mL of dichloromethane was added triethylamine (1.423 mL, 10.17 mmol) and tert-butyldimethylsilyl chloride (1.026 g, 6.78 mmol). The solution was stirred at room temperature for 2 days. The reaction was diluted with dichloromethane and extracted with sat. NaHCO3 and brine. The product was isolated by flash chromatography (dichloromethane to dichloromethane: MeOH 99:1 to 90:10), obtaining 157 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919491B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-4a6465f4bd3148fda6b332031df04a97 |
| Source note | uspto-grants-2011_04 |