Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | HCID 18670397 | HCID 18670397 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 18670554 | HCID 18670554 | — |
Reaction Steps
To 30 ml of a solution of 2.6 g of 8-vinyl-10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazine and 1.06 g of N-methylmorpholine oxide in acetone was added 4.2 ml of a 1% solution of osmium tetraoxide in tert-butanol and the resulting mixture was stirred at room temperature for 12 hours. Then it was distributed into an aqueous solution of sodium hydrogenthiosulfate and ethyl acetate. After filtering off the inorganic matters through celite, the organic layer was extracted, washed with water and dried over anhydrous sodium sulfate and the extract was filtered. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol) to thereby give 0.35 g of the title compound as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06518423B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-93946332709b49378ddaca80e5f5091d |
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| Source note | uspto-grants-2003_02 |
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