HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranoside → HCID 86658272, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranoside | HCID 86658273 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86658272 | HCID 86658272 | 99% |
Reaction Steps
The disaccharide 28 (670 mg, 0.577 mmol) was dissolved in MeOH (3 mL) and EtOAc (30 mL). Palladium on charcoal (5%, 80 mg) was added. The mixture was stirred under 50 psi of hydrogen at r.t. o/n. TLC indicated ˜60% conversion. More palladium on charcoal (5%, 80 mg) was added. Stirring was continued at 50 psi for 3 days. TLC indicated complete conversion. The mixture was filtered through a plug of Celite and rinsed with EtOAc (5×1 mL). The combined filtrate and washings were evaporated to dryness to give the title compound 29 as a colourless foam (609 mg, 99%). The product was used directly for the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828952B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e7c3c3425c5c4050960326d8b50a9a5d |
| Source note | uspto-grants-2014_09 |