HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → (1R)-4'-(4-Chlorophenyl)-2',3',9'-trimethylspiro[cyclopropane-1,6'-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine]-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | ((1S,2R)-4'-(4-chlorophenyl)-2',3',9'-trimethylspiro[cyclopropane-1,6'-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin]-2-yl)methanol | HCID 57404763 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1R)-4'-(4-Chlorophenyl)-2',3',9'-trimethylspiro[cyclopropane-1,6'-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine]-2-carbaldehyde | HCID 86706922 | — |
Reaction Steps
To a solution of ((1S,2R)-4′-(4-chlorophenyl)-2′,3′,9′-trimethylspiro[cyclopropane-1,6′-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine]-2-yl)methanol (Compound 210; 75 mg, 0.188 mmol) in DCM (2 mL) at 0° C. was added Dess-Martin periodinane (96 mg, 0.226 mmol). After 1 h at 0° C., extra Dess-Martin periodinane (96 mg, 0.226 mmol) was added, and the reaction was warmed to rt for 2 h. Then the reaction was diluted with diethylether and filtered. The filtrate was concentrated to dryness under vacuum, and the residue was used without purification in the next step. LRMS (M+H)+: 397 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249161B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-c150d575cc0f442896713640d40a2e3f |
| Source note | uspto-grants-2016_02 |