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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396641Generated: October 30, 2026

Acetonitrile → (3R,3aR,6R,6aR)-3-(5-fluoro-2-nitro-phenoxy)-6-isopropoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan

https://huagongshe.com/reaction/1396641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylsilaneHCID 12052—
Reactant(3R,3aR,6aS)-3-(5-fluoro-2-nitro-phenoxy)-2,3,3a,6a-tetrahydrofuro[3,2-b]furan-6-oneHCID 86718460—
Product(3R,3aR,6R,6aR)-3-(5-fluoro-2-nitro-phenoxy)-6-isopropoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furanHCID 86718461—

Reaction Steps

To 0.9 g (3.2 mmol) (3R,3aR,6aS)-3-(5-fluoro-2-nitro-phenoxy)-2,3,3a,6a-tetrahydrofuro[3,2-b]furan-6-one (III.7) and 0.1 g (0.32 mmol) FeCl3 in acetonitrile 1.3 g (9.7 mmol) isopropoxytrimethylsilane and 1.3 g (9.7 mmol) triethylsilane are added and the reaction mixture is stirred at RT for 5 h. Additional FeCl3 is added and the reaction mixture are stirred over night. The reaction mixture is quenched by addition of pH 7 buffer solution and extracted with EtOAc. The organic phases are pooled, dried and evaporated. The residue is purified by FC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901138B2
Source datasetuspto-grants-2014_12
ORD IDord-08802be16e6c45cb9c665837c49ab804
Source noteuspto-grants-2014_12