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 → 1-(4-(6-Chloro-2-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yloxy)-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-5-yl)phenyl)piperidin-4-yl dimethylcarbamate
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 | 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidin-4-yl dimethylcarbamate | HCID 123764603 | — |
| Product | 1-(4-(6-Chloro-2-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yloxy)-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-5-yl)phenyl)piperidin-4-yl dimethylcarbamate | HCID 123438632 | — |
Reaction Steps
The title compound is prepared from (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 and 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidin-4-yl dimethylcarbamate following a procedure analogous to that described for Intermediate 3. LC (method 1): tR=1.04 min; Mass spectrum (ESI+): m/z=674 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187477B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e3afc787da1449d8954ced4c9ed7b266 |
| Source note | uspto-grants-2015_11 |