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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175160Generated: November 2, 2026

Sodium → HCID 59558606, compound

https://huagongshe.com/reaction/1175160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
ReactantHCID 59558365HCID 59558365—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 59558606HCID 59558606—

Reaction Conditions

Temperature85 °C

Reaction Steps

The mixture of 3-[1-(2-ethoxycarbonyl-acetylamino)-cyclopropyl]-azetidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-isopropyl ester and ethyl ester (Example 180b) (350 mg; 0.35 mmol) is dissolved in toluene (5 ml) and added dropwise under stirring to a solution of sodium (20 mg; 0.85 mol) in MeOH (1 ml). The mixture is heated to 85° C. for 45 minutes, cooled, and the resulting suspension (Na-salt of title compound) filtered, washed with toluene and isopentane. The white solid is taken up in water/2N HCl (20 ml/0.5 ml) and extracted with CH2Cl2 three times. The combined organic phases are dried over Na2SO4, filtered and evaporated to dryness to deliver the title compound as almost colorless foam (166 mg; 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838674B2
Source datasetuspto-grants-2010_11
ORD IDord-a6bdeae5ed0a44eb8a18b48ff4739cea
Source noteuspto-grants-2010_11