HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444389Generated: October 31, 2026
Carbon Dioxide → 8a-Hydroxy-6-methoxy-1,5-dimethyl-8-methylidene-1,1a,2,8,8a,8b-hexahydroazireno[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione
https://huagongshe.com/reaction/444389
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Mitomycin B | HCID 19973 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 8a-Hydroxy-6-methoxy-1,5-dimethyl-8-methylidene-1,1a,2,8,8a,8b-hexahydroazireno[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione | HCID 173250 | 17% |
Reaction Steps
In this example, 100 mg of mitomycin B is dissolved in 5 ml of dioxane. To this solution, 100 mg of potassium t-butoxide is added and the mixture is stirred at room temperature for 2 days. The reaction mixture is then neutralized with an excess amount of dry ice and subjected to filtration. The filtrate is concentrated under reduced pressure and the residue is then subjected to silica gel column chromatography using a mixed solvent of acetone and chloroform (1:4) (volume ratio as is the same hereinafter) as a developer. Fractions of eluate which have a high Rf value and are blue are combined and concentrated under reduced pressure. The residue is crystallized from acetone and petroleum ether to obtain 14 mg of the desired compound (yield 17.0%) as purplish black needle-like crystals having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04264504 |
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| Source dataset | uspto-grants-1981_04 |
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| ORD ID | ord-8260773de63342a8b37ebc9d8e42b945 |
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| Source note | uspto-grants-1981_04 |
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