Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | Acofriose | HCID 193394 | — |
| Reactant | 2,6-Dideoxy-3-O-methylhexopyranose | HCID 441417 | — |
| Catalyst | Silver(I) trifluoromethanesulfonate | HCID 76223 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131723194 | HCID 131723194 | 15% |
Reaction Steps
A solution of thevetose (50 A) (1.5 g), cymarose (40) (1.3 g), and molecular sieves 4Å in dichloromethane is stirred at room temperature for 1 hour. The reaction mixture is cooled to −15° C., and tin (II) chloride (0.8 g) and silver trifluoromethanesulphonate (1.1 g) are added. The mixture is stirred at −15° C. for 16 hours, after which triethylamine (0.5 ml) is added. The reaction product is filtered and the dichloromethane is evaporated. The dissaccharide (53) is purified by silica gel column chromatography eluting with ethyl acetate:hexane (2:8), yield 15%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07166611B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-04611babc70d4b59bade074d401835be |
|---|
| Source note | uspto-grants-2007_01 |
|---|