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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46219Generated: October 26, 2026

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

https://huagongshe.com/reaction/46219

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3,4,6-Tetrakis-O-(phenylmethyl)-D-glucopyranoseHCID 10940502—
Reactant((4-Bromo-1-methoxynaphthalen-2-yl)methoxy)-triisopropylsilaneHCID 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)methanolHCID 6728899285%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541380B2
Source datasetuspto-grants-2013_09
ORD IDord-786edd668bfc44639dcdb4dd7829a8f3
Source noteuspto-grants-2013_09