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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711206Generated: October 30, 2026

Sodium Azide → (3R,3aR,6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-ol

https://huagongshe.com/reaction/1711206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(3R,3aS,6R,6aR)-6-Hydroxyhexahydrofuro[3,2-b]furan-3-yl 4-methylbenzenesulfonateHCID 13014014—
SolventDimethylformamideHCID 6228—
Product(3R,3aR,6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-olHCID 51345858—

Reaction Steps

A solution of 2.5 g of toluene-4-sulfonic acid (3R,3aS,6R,6aR)-6-hydroxy-hexahydro-furo[3,2-b]furan-3-yl ester in 30 ml of DMF is heated with 0.8 g of sodium azide under reflux for 2 hours, solvent is distilled off and the distillation residue obtained is dissolved in EtAc and extracted with H2O. The organic phase obtained is dried and solvent is evaporated. (3R,3aR, 6S,6aR)-6-azido-hexahydro-furo[3,2-b]furan-3-ol is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790749B2
Source datasetuspto-grants-2010_09
ORD IDord-26fed8e8baa34b4bb6fb810dec483173
Source noteuspto-grants-2010_09