HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 4-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-one | HCID 54706544 | — |
| Solvent | AcOH THF water | HCID 21877175 | — |
| Product | 4-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanol | HCID 86695808 | — |
Reaction Steps
6-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-one (IV; 3 g; 8.15 mmol) in 100 ml AcOH/THF/water (3/1/1, v/v/v) was stirred for 18 h at 25° C. The reaction mixture was neutralized with saturated NaHCO3, extracted with 3×50 ml EtOAc, dried with anhydrous Na2SO4, and evaporated to an oil. The product was purified via silica chromatography (40% EtOAc in hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133155B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-6d82affae6db4a9a8ef72a2820b35701 |
| Source note | uspto-grants-2015_09 |