Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 3'-Guanylic acid | HCID 135398727 | — |
| Solvent | Formamide | HCID 713 | — |
| Solvent | Azane;hydrate | HCID 12896473 | — |
| Product | HCID 136181547 | HCID 136181547 | 50% |
Reaction Steps
Three millimoles of guanosine-3'-monophosphate were dissolved in a mixture of 7.5 ml of 2 N ammonia water and 5 ml of formamide, the solution was combined with 20 ml of tertiary butanol that contained 15 millimoles of dicyclohexyl carbodiimide, and the resulting mixture was heated at 80° C. for a period of 9 to 10 hours with care taken to prevent evaporation of the solvent. After the reaction, the mixture was left to stand overnight at room temperature, the precipitate was filtered off, the filtrate was concentrated under vacuum to remove the tertiary butanol, and the residue was extracted with ether. The aqueous layer was recovered, concentrated under vacuum, and the residue was treated with acetone to give a crystal of guanosine-3'-monophosphoramidate in a yield of about 50%. The crystal was heated under vacuum at 100° C. for a period of 3 to 4 hours until it was dehydrated thoroughly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04297347 |
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| Source dataset | uspto-grants-1981_10 |
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| ORD ID | ord-5b8ab559fab44be59b1a9b64a6a36ec8 |
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| Source note | uspto-grants-1981_10 |
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