HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → (R)-Methyl 5-(3-(3-formyl-1,1-dioxidoisothiazolidin-2-yl)propyl)thio-phene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | (R)-Methyl 5-(3-(3-(hydroxymethyl)-1,1-dioxidoisothiazolidin-2-yl)-propyl)-thiophene-2-carboxylate | HCID 118688790 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-Methyl 5-(3-(3-formyl-1,1-dioxidoisothiazolidin-2-yl)propyl)thio-phene-2-carboxylate | HCID 118688787 | 50% |
Reaction Steps
1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one (476 mg, 1.00 mmol) was added to a solution of the alcohol 10 (312 mg, 0.94 mmol) in CH2Cl2 (3.0 mL) at 23° C. The reaction was stirred for 16 h, filtered through celite and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 10% EtOAc/hex) afforded 155 mg (50%) of aldehyde 11.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340534B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-d1f70f9b52bd410abe201c7b0aff4205 |
| Source note | uspto-grants-2016_05 |