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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708389Generated: October 30, 2026

1,1'-Carbonyldiimidazole → HCID 140689333, compound

https://huagongshe.com/reaction/708389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 118380226HCID 118380226—
SolventChloroformHCID 6212—
SolventWater ethylacetateHCID 22728543—
ProductHCID 140689333HCID 14068933342%

Reaction Steps

To a solution of tert-butyl 2-(((Z)-(1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-(((2R,3S)-2-((((R)-2-hydroxypropyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (185 mg, 0.316 mmol) in chloroform (3.16 mL) was added CDI (257 mg, 1.58 mmol). After stirring at rt for 20 min the solution was diluted with EtOAc/water and the layers separated. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude residue was purified via silica gel chromatography (Acetone-DCM, 0-100%) to afford the title compound (81 mg, 42%). LCMS: Rt=0.92 min, m/z=611.2 (M+1) Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-d023e01b64a548d2947727c862243d4e
Source noteuspto-grants-2015_11