HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose → (1-Methoxy-4-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)naphthalen-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose | HCID 10940502 | — |
| Reactant | ((4-Bromo-1-methoxynaphthalen-2-yl)methoxy)-triisopropylsilane | HCID 67287764 | — |
| Product | (1-Methoxy-4-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)naphthalen-2-yl)methanol | HCID 67288992 | 85% |
Reaction Steps
With similar method described in Step 3 of Example 92, ((4-bromo-1-methoxynaphthalen-2-yl)methoxy)-triisopropylsilane (compound 68b, 21.3 g, 50.3 mmol) and 2,3,4,6-tetra-O-benzyl-D-glucopyranose (compound 2, 22.6 g, 41.9 mmol) were converted to title compound (25.3 g, 85%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541380B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-786edd668bfc44639dcdb4dd7829a8f3 |
| Source note | uspto-grants-2013_09 |