HuagongsheHuagongshe Chemistry Print Report · For research reference only
(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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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-ol | HCID 123413447 | — |
| Reactant | N,N-Dimethyl-N'-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonimidamide | HCID 131736751 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 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 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422312B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1cb733ce329b41b691127740837fa6e7 |
| Source note | uspto-grants-2016_08 |