HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → tert-Butyl 4-(3-chloro-2-oxopropyl)-3-oxopiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Tert-butyl 4-(3-chloro-2-hydroxypropyl)-3-oxopiperazine-1-carboxylate | HCID 66995243 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 4-(3-chloro-2-oxopropyl)-3-oxopiperazine-1-carboxylate | HCID 86631533 | 18.31% |
Reaction Steps
In a 125 ml round-bottom flask equipped with a magnetic stirrer tert-butyl 4-(3-chloro-2-hydroxypropyl)-3-oxopiperazine-1-carboxylate (3.30 g, 11.3 mmol) was dissolved in acetonitrile (10 ml) and Dess-Martin periodinane (5.26 g, 12.4 mmol) was added. After agitating for 3 hours the mixture was diluted with ethyl acetate (100 ml) and washed with sodium bicarbonate and brine, dried and evaporated. Purified by column chromatography and eluting with 3% MeOH/CH2Cl2 to give the title compound (0.600 g, 18.31% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883828B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0a4e08aec14b4ab6a41253a366cea821 |
| Source note | uspto-grants-2014_11 |