Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Mitomycin A | HCID 19972 | — |
| Product | HCID 86743612 | HCID 86743612 | 33% |
Reaction Steps
A solution of mitomycin A (100 mg or 0.286 mmole) in 4 ml of glycidol was stirred at room temperature and under nitrogen for 45 minutes with 500 mg of a 1.6% solution of KOH in glycidol. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The crude reaction product was chromatographed on a silica gel column using first CHCl3 -MeOH 9.5:0.5, which elutes glycidol and pink by-products, and then CHCl3 -MeOH 9:1, which elutes the product. The product was further purified by preparative thin layer chromatography on silica gel with a mixture of CHCl3 and methanol 9:1 as the solvent. Thus, there was obtained 71 mg (33%) of the desired product, which gave indefinite decomposition on heating and provided the following compound analysis:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04888341 |
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| Source dataset | uspto-grants-1989_12 |
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| ORD ID | ord-1f50e18ada9d493697f20c42adbd361a |
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| Source note | uspto-grants-1989_12 |
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