HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 59611511, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Boc-L-Homoser-Obzl | HCID 13970788 | — |
| Reactant | HCID 178505383 | HCID 178505383 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59611511 | HCID 59611511 | — |
Reaction Steps
(S)-Benzyl 2-(tert-butoxycarbonylamino)-4-hydroxybutanoate (5.76 g, 18.62 mmol) and 1,3-benzodithiol-2-ylium tetrafluoroborate (4.69 g, 19.55 mmol) were dissolved in dichloromethane (186 mL) and pyridine (4.42 g, 55.86 mmol) was added at room temperature. The mixture was stirred overnight. Upon completion of the reaction, it was quenched with triethylamine (11.5 g, 113.5 mmol) and diluted with dichloromethane. The organic layer was then washed with saturated NaHCO3 and brine. The organic layer was dried over MgSO4 and concentrated down in vacuo. The residue was then purified on normal phase column to obtain a clear oil. 7.6 g (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273341B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-e8f4bb5cd138499696bb59d393e5dd61 |
| Source note | uspto-grants-2012_09 |