HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → 2-[4-(4-Benzyl-phthalazin-1-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-propane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 4-(4-Benzyl-phthalazin-1-yl)-5'-isopropenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl | HCID 59240528 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[4-(4-Benzyl-phthalazin-1-yl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-5'-yl]-propane-1,2-diol | HCID 59240669 | 92% |
Reaction Steps
Dissolve 4-(4-Benzyl-phthalazin-1-yl)-5′-isopropenyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (100 mg, 0.237 mmol) in acetone (1.5 mL), t-Butanol (0.7 mL) and water (0.7 mL). Add K2OsO4 (0.79 mg, 0.0024 mmol) then NMO (30.5 mg, 0.26 mmol) and stir reaction for 16 h at room temperature. Quench with saturated sodium sulfite (1 mL) and extract with EtOAc. The residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2) to afford the title compound (100 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536168B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-52f26fdb03c5426bb2f33ee6110b61bc |
| Source note | uspto-grants-2013_09 |