HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-Iodoadenosine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Acetic acid (2R,3R,4R,5R)-3,4-diacetoxy-5-(6-chloro-2-iodo-purin-9-YL)-tetrahydro-furan-2-ylmethyl ester | HCID 482588 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Iodoadenosine | HCID 169662 | 90% |
Reaction Steps
6.0 g of 6-chloro-2-iodo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl) purine was added to 60 ml of methanol plus ammonia (saturated at 0° C.) to cause reaction at a temperature of 60° C. for 17 hours in a sealed tube. The reaction solution was cooled, then degassed, and concentrated under reduced pressure. Crystallization of the residue from water afforded 3.94 g of 2-iodoadenosine (90% yield) having a melting point of 141° C. to 144° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04956345 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-95ea30a86ae94998a995aaccf8d84aeb |
| Source note | uspto-grants-1990_09 |