Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | HCID 12896718 | HCID 12896718 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11540528 | HCID 11540528 | — |
Reaction Steps
454 mg (1.23 mmol) of the above product 4 as starting material, 420 mg (1.66 mmol, 1.3 eq) of iodine and 700 mg (1.27 mmol, 1 eq) of ceric ammonium nitrate are dissolved in 15 mL of anhydrous acetonitrile and heated to 80° C. After the starting material disappears, 100 mL of ethyl acetate and 30 mL (5%) of sodium bisulfate are added in turns. 30 mL of saturated saline is used to wash. After collection and combination with an organic phase, the solution is concentrated by reduced pressure. After purified by rapid column chromatography (acetone/n-hexane=2:3), a white powder product (1-(2′,3′,5′-Tri-O-acetyl-β-D-arabinofuranosyl)-5-iodopyrimidin-2,4(3H)-dione) 5 is obtained. Its weight and yield are 425 mg and 70% respectively.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691789B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-183b3ce4bf9d43fdb3502795b12b9e32 |
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| Source note | uspto-grants-2014_04 |
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