HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylbenzenesulfonic acid → HCID 178477164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylbenzenesulfonic acid | HCID 6925 | — |
| Reactant | 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose | HCID 54268469 | — |
| Reactant | HCID 178418634 | HCID 178418634 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178477164 | HCID 178477164 | 67.1% |
Reaction Steps
Two grams of 5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose (prepared according to J. A. Secrist et al., J. Med. Chem., 1992,35,533) is stirred with 0.456 g of thioacetic acid in 25 ml of methylene chloride and 0.0.025 g of toluenesulfonic acid for 68 hours. On workup the reactiion is adsorbed onto magnesium silicate and then flash chromatographed on silica gel to give 1.5 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05623081 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-4157e3b36b154ed298b12651e76816a0 |
| Source note | uspto-grants-1997_04 |