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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1488244Generated: November 2, 2026

2-azidoethyl 2,4-di-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl)-alpha-D-mannopyranoside → 2-azidoethyl 3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranoside

https://huagongshe.com/reaction/1488244

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-azidoethyl 2,4-di-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl)-alpha-D-mannopyranosideHCID 118005661—
ReactantHCID 178418582HCID 178418582—
SolventMethanolHCID 887—
Product2-azidoethyl 3-O-alpha-D-mannopyranosyl-alpha-D-mannopyranosideHCID 117995942—

Reaction Conditions

Temperature25 °C

Reaction Steps

In a 50 mL round bottom flask was added 2-azidoethyl 2,4-di-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside (350 mg, 0.338 mmol) and CH3OH (5 mL). To the above solution was added NaOCH3 (conc) dropwise till pH >10. The reaction mixture was allowed to stir at 25° C. for 6 hr. To the above solution was added Dowex H+(50W×8-200) resin till pH ˜7. The solid resin was filtered off and the filtrate was concentrated to give the title compound. LC-MS Method A: m/e=434.00 [M+1]; Rt=0.44 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09427475B2
Source datasetuspto-grants-2016_08
ORD IDord-13ac546741284d2bb6aa207ee3760edb
Source noteuspto-grants-2016_08