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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74848Generated: October 29, 2026

Toluene → 2,3,4,6-tetra-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-beta-D-glucopyranosylamine

https://huagongshe.com/reaction/74848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantHCID 86658285HCID 86658285—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product2,3,4,6-tetra-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-beta-D-glucopyranosylamineHCID 86658284101.1%

Reaction Steps

The azide 67 (201 mg, 0.098 mmol) was dissolved in EtOAc (10 mL) and stirred with Pd—C (10%, (w/w), 100 mg) under H2 atmosphere for 3 h (TLC: toluene:EtOAc, 7:1). H2 was replaced by Ar then the mixture was filtered through celite (prewashed with MeOH and EtOAc, 5 mL), washed with EtOAc (5×20 mL, +sonication) and finally concentrated in vacuo at r.t. to obtain the amine 80 as a white solid (200 mg, 100%), used without further purification or characterization in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828952B2
Source datasetuspto-grants-2014_09
ORD IDord-cae11e27adf145719d9492166e46cef5
Source noteuspto-grants-2014_09