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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009885Generated: November 2, 2026

Triethylamine → HCID 178428946, compound

https://huagongshe.com/reaction/1009885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitolHCID 67305342—
ReactantHCID 178457569HCID 178457569—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductHCID 178428946HCID 17842894646%

Reaction Steps

To an acetonitrile solution (3 mL) of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-bromobenzyl)-4-methylphenyl]-D-glucitol (271 mg, 0.305 mmol) were added dibenzyl[(Z)-(allylamino)methylylidene]biscarbamate (335 mg, 0.914 mmol), palladium(II) acetate (18 mg, 0.0791 mmol), tri-O-tolylphosphine (61 mg, 0.201 mmol) and triethylamine (154 mg, 1.52 mmol), and reacted at 120° C. for 20 minutes with microwave manufactured by Biotage. The reaction solution was evaporated under reduced pressure. Thus obtained residue was purified with silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain the title compound (163 mg, 46%) as a pale yellow amorphous compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973012B2
Source datasetuspto-grants-2011_07
ORD IDord-c92218c3cd7241f28c0ba5bfabb53b3c
Source noteuspto-grants-2011_07