HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibutyltin oxide → HCID 178495051, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibutyltin oxide | HCID 61221 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | tert-butyl (3R,5S)-3-cyano-5-{{{1-(4-methoxybutyl)-1H-benzimidazol-2-yl}carbonyl}(2-methylpropyl)amino}piperidine-1-carboxylate | HCID 58355698 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178495051 | HCID 178495051 | — |
Reaction Steps
tert-Butyl (3R,5S)-3-cyano-5-{{{1-(4-methoxybutyl)-1H-benzimidazol-2-yl}carbonyl}(2-methylpropyl)amino}piperidine-1-carboxylate (320 mg) was dissolved in tetrahydrofuran (20 ml), azido(trimethyl)silane (1.5 ml) and dibutyl(oxo)stannane (100 mg) were added, and the mixture was heated under reflux with stirring for 43 hr. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to silica gel chromatography, and a fraction eluted with ethyl acetate-ethyl acetate-methanol (8:2) was concentrated under reduced pressure to give the object product (304 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466282B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-d73bf6565fb044aea7ec181e32cf0292 |
| Source note | uspto-grants-2013_06 |