HuagongsheHuagongshe Chemistry Print Report · For research reference only
5,5-dimethyl-1-pyrroline N-oxide → (Cis)-2-butyl-6-(hexahydro-6,6-dimethylpyrrolo[1,2-b]isoxazol-2-yl)-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5,5-dimethyl-1-pyrroline N-oxide | HCID 1774 | — |
| Reactant | 2-Butyl-6-ethenyl-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone | HCID 15233931 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (Cis)-2-butyl-6-(hexahydro-6,6-dimethylpyrrolo[1,2-b]isoxazol-2-yl)-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone | HCID 57317147 | 57.2% |
Reaction Steps
To a solution of 0.500 g of 2-Butyl-6-ethenyl-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone in 25 ml of toluene is added 0.161 g of 5,5-dimethyl-1-pyrroline N-oxide and the reaction mixture heated at reflux for 6 hours. The reaction mixture is cooled and concentrated in vacuo to a residue which is purified by chromatography on silica gel by elution with 2:1 ethyl acetate-hexanes to give 0.332 g of the desired product. FAB mass spec 818 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05358951 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-72b573325420459c8af845fbd9b31907 |
| Source note | uspto-grants-1994_10 |