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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708344Generated: October 27, 2026

1,1'-Carbonyldiimidazole → HCID 118380289, compound

https://huagongshe.com/reaction/708344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactanttert-butyl 2-[(Z)-[2-[[(2R,3S)-2-[(2-hydroxyethylamino)methyl]-4-oxoazetidin-3-yl]amino]-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]-2-oxoethylidene]amino]oxy-2-methylpropanoateHCID 118380314—
SolventChloroformHCID 6212—
SolventEthyl AcetateHCID 8857—
ProductHCID 118380289HCID 11838028995%

Reaction Steps

Prepared according to PCT Int. Appl. 2011061760. A solution of tert-butyl 2-(((Z)-(1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-(((2R,3S)-2-(((2-hydroxyethyl)amino)methyl)-4-oxoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (92 mg, 0.161 mmol) in Chloroform (806 μl) was treated with CDI (131 mg, 0.806 mmol) After stirring at rt for 3 h it was diluted with EtOAc, washed with water, brine, dried over Na2SO4 and concentrated in vacuo. The crude residue was purified by silica gel chromatography (MeOH-DCM, 0-10%), affording the title compound (91 mg, 95%) as an orange oil. LCMS: Rt=0.86 min, m/z=597.2 (M+1) Method 2m_acidic.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174978B2
Source datasetuspto-grants-2015_11
ORD IDord-6e260d86c730457eb9155c2518197cbf
Source noteuspto-grants-2015_11