HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose → (2-Chloro-4-methoxy-5-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranose | HCID 10940502 | — |
| Reactant | (5-Bromo-2-chloro-4-methoxybenzyloxy)triisopropylsilane | HCID 53329406 | — |
| Product | (2-Chloro-4-methoxy-5-((3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)phenyl)methanol | HCID 53329585 | — |
Reaction Steps
With similar method described in Step 3 of Example 92, (5-bromo-2-chloro-4-methoxybenzyloxy)triisopropylsilane (compound 89, 27.2 g, 66.7 mmol) and 2,3,4,6-tetra-O-benzyl-D-glucopyranose (compound 2, 30.0 g, 55.6 mmol) were converted to title compound (22.6 g, 59%, ca. 8:1 mixture of anomers (13:0) 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-2c3a65c066ad4c4fa274a5b279ee8e5d |
| Source note | uspto-grants-2013_09 |