HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 2-(4-(2-(2-ethyl-1h-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9h-purine-8-carbonyl)piperidin-1-yl)-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | racemic methyl 2-(4-((2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)(hydroxy)methyl)piperidin-1-yl)-2-methylpropanoate | HCID 59606022 | — |
| Product | Methyl 2-(4-(2-(2-ethyl-1h-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9h-purine-8-carbonyl)piperidin-1-yl)-2-methylpropanoate | HCID 59605225 | 64% |
Reaction Steps
To a solution of racemic methyl 2-(4-((2-(2-ethyl-1H-benzo[d]imidazol-1-yl)-9-methyl-6-morpholino-9H-purin-8-yl)(hydroxy)methyl)piperidin-1-yl)-2-methylpropanoate, from the procedures for 526 and 527, (0.115 g, 0.199 mmol) in methylene chloride (5.0 mL, 78 mmol) was added Dess-Martin periodinane (0.0930 g, 0.219 mmol). The resulting mixture was then stirred at room temp. for 1 hour. The reaction mixture was filtered though paper to remove all solid precipitates and then concentrated. The residue was then purified by RP-HPLC to give 528 (52 mg, 64%). LCMS m/z: 288.3 (2M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394796B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-d4ee141dd0e14af6a6c9daf0b9543409 |
| Source note | uspto-grants-2013_03 |