6028-38-2

Usage

InChI:InChI=1/C22H16Cl2N2O3/c1-12-3-8-19-18(9-12)26-22(29-19)13-4-6-15(7-5-13)25-21(27)14-10-16(23)20(28-2)17(24)11-14/h3-11H,1-2H3,(H,25,27)

Upstream product

• 30574-97-1 tiglonitrile 
• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 4111-08-4 2-hydroxy-2-methyl-butyronitrile 
• 4461-13-6 2-Methylenbutyramid 
• 67-64-1 acetone 
• 6622-76-0 methyl (E)-2-methyl-2-butenoate 
• 80-59-1 Tiglic acid 

Downstream Products

• 6622-76-0 methyl (E)-2-methyl-2-butenoate 
• 137542-31-5 threo-2-methyl-3-(phenylthio)butanamide 
• 137542-31-5 erythro-2-methyl-3-(phenylthio)butanamide 
• 137542-33-7 erythro-2-methyl-3-((phenylmethyl)thio)butanamide 
• 613672-33-6 (E)-N-(2-methylbut-2-enoyl)benzamide 
• 99439-83-5 (Z)-2-methyl-2-butenyl 4-methylbenzenesulfonate 
• 99439-82-4 Toluene-4-sulfonic acid (E)-2-methylbut-2-enyl ester 
• 10473-14-0 3-methyl-3-buten-2-ol 
• 1312412-48-8 benzyl (3-carbamoylbut-3-en-2-yl)(hydroxy)carbamate 

Relevant academic research and scientific papers

Convenient synthesis of various substituted homotaurines from alk-2-enamides

Various substituted homotaurines (=3-aminopropane-1-sulfonic acids) 6 were readily synthesized in satisfactory to good yields via the Michael addition of thioacetic acid to alk-2-enamides 3 (→4), followed by LiAlH4 reduction (→5) and performic acid oxidation (Scheme 1). The configuration of 'anti'-disubstituted homotaurine 'anti'-6h was deduced from the 3-(acetylthio)alkanamide (=S-(3-amino-1,2-dimethyl-3-oxopropyl) ethanethioate)'anti'-4h formed in the Michael addition, which was identified via the Karplus equation analysis, and confirmed by X-ray diffraction analysis. The current route is an efficient method to synthesize diverse substituted homotaurines, including 1-, 2-, and N-monosubstituted, as well as 1,2-, 1,N-, 2,N-, and N,N-disubstituted homotaurines (Table). Copyright

Scope and limitations of a modified hantzsch reaction for the synthesis of oxazole-dehydroamino acid derivatives from dehydroamino acid amides

A variety of oxazole derivatives that possess an α,β-unsaturated substituent at the 2-position were conveniently synthesized in good yields via a Hantzsch-type reaction between dehydroamino acid amides and β-bromopyruvate derivatives. Furthermore, oxazole

Aromatic borylation/amidation/oxidation: A rapid route to 5-substituted 3-amidophenols

5-Substituted 3-amidophenols are prepared by subjecting 3-substituted halobenzenes to an Ir-catalyzed aromatic borylation, followed by a Pd-catalyzed amidation, and finally an oxidation of the boronic ester intermediate. The entire C-H activation borylation/amidation/oxidation sequence can be accomplished without isolation of any intermediate arenes. Usefully, amide partners can include lactams, carbamates, and ureas.

Stereospecific Nucleophilic Addition Reactions to Olefins. Addition of Thiols to α,β-Unsaturated Carboxylic Acid Derivatives

Stereospecific nucleophilic addition of thiols to derivatives of α,β-unsaturated carboxylic acids is described.The additions are carried out at room temperature in the presence of a catalytic amount of lithium thiolate and an excess of thiol as a proton source.Erythro and threo adducts are obtained with high diastereoselectivity from E and Z olefins, respectively.This anti addition suggests that the enolate generated by nucleophilic addition undergoes rapid protonation prior to conformational change in the intermediate.