5694-91-7

Usage

Structure

A derivative of dioxolane with two acetic acid groups attached to the 2nd carbon.

Functionality

Chelating agent

Application

Industrial and pharmaceutical uses

Metal Ion Complexation

Forms stable complexes with metal ions

Processes

Metal extraction, wastewater treatment, and metal-based pharmaceutical formulations

Synthesis

Used as a building block in the synthesis of complex organic molecules and pharmaceutical intermediates

Potential Use

Treatment of metal poisoning and radioactive contamination

Upstream product

• 71022-90-7 diethyl 2,2'-(1,3-dioxolane-2,2-diyl)diacetate 
• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 107-21-1 ethylene glycol 

Downstream Products

• 32296-88-1 3,3-(ethylenedioxy)glutaric anhydride 

Relevant academic research and scientific papers

When periphery matters: Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines

8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.

Process for intermediates to 1-carbapenems and 1-carbacephems

A stereoselective process for chiral intermediates to 1-carbapenum and 1-carbacephalosporins is provided comprising the use of an N-acyl-(4R)-substituted-1,3-thiazolidine-2-thione as a chiral auxiliary in boron enolate mediated aldol condensation with a protected-β-keto ester aldehyde. E.g., benzyl 3,3-(ethylenedioxy)-4-formylbutyrate is condensed with the boron enolate formed with n-butyryl (4R)-methoxycarbonyl-1,3-thiazolidine-2-thione to provide benzyl 3,3-ethylenedioxy-(5R)-hydroxy-6-[(4R)-methoxycarbonyl-1,3-thiazolidine-2-thione-3-ylcarbonyl]octanoate. Displacement of the thiazolidine-2-thione chiral auxiliary moiety with an O-alkyl, O-acyl or O-aralkyl hydroxyamine provides the corresponding chiral intermediate as the hydroxamate.

Facile and Efficient Syntheses of Carboxylic Anhydrides and Amides Using (Trimethylsilyl)ethoxyacetylene

(Trimethylsilyl)ethoxyacetylene, a stable and easy-handling reagent, serves as an excellent dehydrating agent for the synthesis of carboxylic anhydrides and amides from the corresponding carboxylic acids.By means of this reagent, various types of acid-sensitive carboxylic anhydrides and amides were obtained almost in quantative yields.Twenty-two examples of carboxylic anhydrides and 12 examples of amides were presented.