HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazanium
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Chloroethyl chloroformate | HCID 521305 | — |
| Reactant | (Z)-butoxyimino-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-oxidoazanium | HCID 88851203 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazanium | HCID 88851464 | — |
Reaction Steps
To a solution of {(2S)-1-[(2)-butoxy-NNO-azoxy]pyrrolidin-2-yl}methanol (Example 1, Step A) (856 mg, 3.94 mmol) in CH2Cl2 (15 mL) at rt was added 1-chloroethyl chloroformate (676 mg, 4.73 mmol) and followed by pyridine (935 mg, 11.8 mmol). After stirring at rt for 3 h, the mixture was purified by flash chromatography (Biotage 25+M) using 10-30% EtOAc/hexane gradient, affording the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377911B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-8ec564fdea094ad69bef23ae780b6785 |
| Source note | uspto-grants-2013_02 |