HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methylmercaptopurine → 6-Methylmercaptopurine Riboside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methylmercaptopurine | HCID 5778 | — |
| Reactant | 2,3,5-tri-O-acetyl-D-ribofuranosyl chloride | HCID 13384734 | — |
| Product | 6-Methylmercaptopurine Riboside | HCID 9570 | — |
| Product | (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-sulfanylpurin-9-yl)oxolane-3,4-diol | HCID 178521071 | — |
Reaction Steps
6-Methylmercaptopurine riboside is synthesized by condensing 6-methylmercaptopurine with 2,3,5-tri-O-acetyl-D-ribo-furanosyl chloride using the catalyst mercuric chloride followed by deacetylation. Alternatively, 6-methylmercaptopurine riboside can be produced directly by methylation of 6-thioinosine (Fox, J. J. et al., J. Am. Chem. Soc. 80: 1669, 1958).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05654286 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-b1a83fa837e6425c88af4e5d567513b4 |
| Source note | uspto-grants-1997_08 |