HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine → ((2S,5R)-5-(6-Amino-9H-purin-9-yl)-2,5-dihydrofuran-2-yl)methyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine | HCID 10982560 | — |
| Reactant | 9-(2,5-Di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)-1,9-dihydro-6H-purin-6-one | HCID 135465663 | — |
| Reactant | 9-(3,5-di-O-acetyl-2-bromo-2-deoxy-beta-D-xylofuranosyl)hypoxanthine | HCID 135976161 | — |
| Product | ((2S,5R)-5-(6-Amino-9H-purin-9-yl)-2,5-dihydrofuran-2-yl)methyl acetate | HCID 11022122 | — |
| Product | ((2S,5R)-5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl acetate | HCID 11791658 | — |
| Product | HCID 178476336 | HCID 178476336 | — |
Reaction Steps
The reaction conditions were identical to those in Table III but, in addition to 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)adenine, a mixture of 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)hypoxanthine and 9-(3,5-di-O-acetyl-2-bromo-2-deoxy-β-D-xylofuranosyl)hypoxanthine, and 3',5'-O-diacetyl-2'-bromo-2-deoxyuridine were used as substrates to give 5'-O-acetyl-2',3'-didehydro-2',3'-dideoxyadenosine, 5'-O-acetyl-2',3'-didehydro-2',3'-dideoxyinosine and 5'-O-acetyl-2',3'-didehydro-2',3'-dideoxyuridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05106962 |
| Source dataset | uspto-grants-1992_04 |
| ORD ID | ord-8ff465a851d74ba99fd6d19e6d87c18a |
| Source note | uspto-grants-1992_04 |