HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → (1-Formylcyclopropyl)carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | tert-butyl N-(1-(hydroxymethyl)cyclopropyl)carbamate | HCID 11286907 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1-Formylcyclopropyl)carbamic acid tert-butyl ester | HCID 10352385 | 87% |
Reaction Steps
To a solution of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate (Bioorg. Med. Chem. Lett., 2008, 18(6), 2188) (135 mg, 0.72 mmoles) in DCM (8 mL) was added Dess-Martin periodinane (2.77 mg, 0.65 mmole). After stirring 1 hr, the reaction was filtered through celite and concentrated to a yellow oil which was further purified by Isolera (7%-70% ethyl ace to provide 84 mg (87%) of tert-butyl (1-formylcyclopropyl)-carbamate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962831B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-8ef71dbfc65e42ac8d57897335338ef3 |
| Source note | uspto-grants-2015_02 |