Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485646Generated: October 31, 2026

(3R,3aR,6R,6aR)-6-(6-chloro-5-iodo-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-ol → N'-[4-(2-{[(3R,3aR,6R,6aR)-6-Hydroxy-hexahydrofuro[3,2-b]furan-3-yl]oxy}-6-chloro-3-{[2-(trimethylsilyl)ethoxy]methyl}-3H-imidazo[4,5-b]pyridin-5-yl)phenyl]-N,N-dimethyl-methanesulfonimidamide

https://huagongshe.com/reaction/1485646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R,3aR,6R,6aR)-6-(6-chloro-5-iodo-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-olHCID 123413447—
ReactantN,N-Dimethyl-N'-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonimidamideHCID 131736751—
Solvent1,4-DioxaneHCID 31275—
ProductN'-[4-(2-{[(3R,3aR,6R,6aR)-6-Hydroxy-hexahydrofuro[3,2-b]furan-3-yl]oxy}-6-chloro-3-{[2-(trimethylsilyl)ethoxy]methyl}-3H-imidazo[4,5-b]pyridin-5-yl)phenyl]-N,N-dimethyl-methanesulfonimidamideHCID 131736752—

Reaction Steps

The title compound is prepared from (3R,3aR,6R,6aR)-6-(6-chloro-5-iodo-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazo[4,5-b]pyridin-2-yloxy)hexahydrofuro[3,2-b]furan-3-ol and N,N-dimethyl-N′-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-methanesulfonimidamide following a procedure analogous to that described for Intermediate 3 (Step 3) using 1,4-dioxane as a solvent. LC (method 2): tR=1.00 min; Mass spectrum (ESI+): m/z=624 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422312B2
Source datasetuspto-grants-2016_08
ORD IDord-1cb733ce329b41b691127740837fa6e7
Source noteuspto-grants-2016_08