HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86745035, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | HCID 67930821 | HCID 67930821 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86745035 | HCID 86745035 | 85.6% |
Reaction Steps
A solution of 1,6-anhydro-4-O-benzyl-3-deoxy-β-D-arabinohexopyranose (see Example 2) (2.0 g) in dry pyridine (30 ml) containing p-toluenesulphonyl chloride (2.0 g) was allowed to stand at room temperature for 24 h. Water (0.5 ml) was added and five minutes later chloroform (100 ml). The mixture was washed with water (×2), 2M aqueous hydrochloric acid, 1M aqueous sodium hydroxide, and water. The organic layer was dried (MgSO4) and concentrated to a light yellow syrup. Trituration with ethanol gave crystalline title compound (2.83 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05047518 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-6cb37d9a9c5544b88712e24f469ac9f2 |
| Source note | uspto-grants-1991_09 |