HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (S)-alpha-Ethyl-1,1-(ethylenedioxy)-alpha-hydroxy-6-(hydroxymethyl)-N-[(R)-1-phenylethyl]-5-oxo-1,2,3,5-tetrahydroindolizine-7-acetamide | HCID 11133734 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | (4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trione | HCID 10220900 | 62.9% |
Reaction Steps
Dissolved in 15 ml of dimethoxyethane was 815 mg of the compound (VI) obtained in the above procedure (1), followed by an addition of 5 ml of 2N H2SO4. The thus-prepared solution was heated with stirring for 20 hours under a nitrogen gas stream. After completion of the reaction, 150 ml of dichloromethane was added and the resultant mixture was washed with water. The organic layer was then dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was recrystallized from a mixed solvent of ethanol and petroleum ether to obtain 315 mg of the title compound as colorless needle-like crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04778891 |
| Source dataset | uspto-grants-1988_10 |
| ORD ID | ord-107818bd1ed84e0eab1f153f6d1c60b1 |
| Source note | uspto-grants-1988_10 |