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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388216Generated: October 31, 2026

Pyridine → (Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazanium

https://huagongshe.com/reaction/388216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant(Z)-butoxyimino-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-oxidoazaniumHCID 88851203—
SolventDichloromethaneHCID 6344—
Product(Z)-butoxyimino-[(2S)-2-(1-chloroethoxycarbonyloxymethyl)pyrrolidin-1-yl]-oxidoazaniumHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377911B2
Source datasetuspto-grants-2013_02
ORD IDord-8ec564fdea094ad69bef23ae780b6785
Source noteuspto-grants-2013_02