54129-53-2

Upstream product

• 74-90-8 hydrogen cyanide 
• 590-86-3 isovaleraldehyde 
• 78-84-2 isobutyraldehyde 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 143-33-9 sodium cyanide 
• 3396-82-5 sodium 14C-cyanide 
• 81758-24-9 4-methyl-2-((trimethylsilyl)oxy)pentanenitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 151-50-8 potassium cyanide 
• 773837-37-9 sodium cyanide 
• 1600-49-3 (isocyanomethanetriyl)tribenzene 
• 613-90-1 benzoyl cyanide 

Downstream Products

• 65451-12-9 (RS)-leucinonitrile 
• 74-90-8 hydrogen cyanide 
• 590-86-3 isovaleraldehyde 
• 67337-73-9 5-isobutyl-imidazolidine-2,4-dione 
• 102552-25-0 N,N-dibenzyl-leucine nitrile 
• 7789-92-6 1,1,3-Triethoxy-propane 
• 66471-51-0 2-(1-ethoxy-allyloxy)-4-methyl-pentanenitrile 
• 503-74-2 3-methylbutyric acid 
• 26073-09-6 ethyl 4-methyl-2-oxopentanoate 
• 328-39-2 LEUCINE 
• 58138-81-1 3-methyl-1-(o-tolyl)butan-1-one 
• 74571-47-4 2-Benzyloxy-4-methyl-pentanenitrile 

Relevant academic research and scientific papers

Access to β-Ketonitriles through Nickel-Catalyzed Carbonylative Coupling of α-Bromonitriles with Alkylzinc Reagents

Herein, we report a nickel-catalyzed carbonylative coupling of α-bromonitriles and alkylzinc reagents with near stoichiometric carbon monoxide to give β-ketonitriles in good yields. The reaction is catalyzed by a readily available and stable nickel(II) pincer complex. The developed protocol tolerates substrates bearing a variety of functional groups, which would be problematic or incompatible with previous synthetic methods. Additionally, we demonstrate the suitability of the method for carbon isotope labeling by the synthesis of 13C-labeled β-ketonitriles and their transformation into isotopically labeled heterocycles.

Ester Synthesis in Water: Mycobacterium smegmatis Acyl Transferase for Kinetic Resolutions

The acyl transferase from Mycobacterium smegmatis (MsAcT) catalyses transesterification reactions in aqueous media because of its hydrophobic active site. Aliphatic cyanohydrin and alkyne esters can be synthesised in water with excellent and strikingly opposite enantioselectivity [(R);E>37 and (S);E>100, respectively]. When using this enzyme, the undesired hydrolysis of the acyl donor is an important factor to take into account. Finally, the choice of acyl donor can significantly influence the obtained enantiomeric excesses. (Figure presented.).

A removable functional group strategy for regiodivergent Wittig rearrangement products

[1,2] and [2,3] Wittig rearrangements are competing reaction pathways, often leading to uncontrollable product distribution. We employ a single removable functional group to fulfill the dual role of attaining a reversible [2,3] and stabilizing radical int

Copper-Catalyzed Substitution of α-Triflyloxy Nitriles and Esters with Silicon Nucleophiles under Inversion of the Configuration

A copper-catalyzed nucleophilic displacement of α-triflyloxy nitriles and esters with silicon nucleophiles allows for the stereospecific generation of highly enantioenriched α-silylated carboxyl compounds. The enantioselective synthesis of α-silylated nitriles is unprecedented. The catalytic system exhibits good functional group tolerance. The stereochemical course of the substitution is shown to proceed with inversion of the configuration. The new reaction is an addition to the still limited number of methods for catalytic C(sp3)-Si cross-coupling.

Br?nsted Acid-Catalyzed Cyanotritylation of Aldehydes by Trityl Isocyanide

Cyanohydrins are versatile intermediates toward valuable organic compounds like α-hydroxy carboxylic acids, α-amino acids, and β-amino alcohols. Numerous protocols are available for synthesis of (O-protected) cyanohydrins, but all procedures invariably rely on the use of toxic cyanide sources. A novel cyanide-free synthesis of O-trityl protected cyanohydrins via a catalytic Passerini-type reaction involving aldehydes and trityl isocyanide is reported. The feasibility of a catalytic asymmetric reaction is demonstrated using chiral phosphoric acid catalysis.

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles

A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α-disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines. The reaction proceeds under mild conditions at room temperature and precludes the need to pregenerate organometallic nucleophiles.

IMIDAZOL[1,2-alpha]QUINOXALINES AND DERIVATIVES FOR THE TREATMENT OF CANCERS

Imidazo[1,2-a]quinoxaline compounds for the treatment of cancers as well as pharmaceutical compositions that include these compounds and their uses in therapy. The compound of general formula (I):

Design and synthesis of novel imidazo[1,2-a]quinoxalines as PDE4 inhibitors

New imidazo[1,2-a]quinoxaline derivatives have been synthesised by condensation of an appropriate α-aminoalcohol with a quinoxaline followed by intramolecular cyclisation and nucleophilic substitutions. Their phosphodiesterase inhibitory activities have b

The Biosynthesis of Xanthocillin-X Monomethyl Ether in Dichotomomyces cejpii. Experiments on the Origin of the Isocyanide Carbon Atoms

Precursor feeding experiments establish that the isocyanide groups in xanthocillin-X monomethyl ether (XME) 1 do not originate from (i) compounds associated with C1-tetrahydrofolate metabolism; (ii) the ureido group of citrulline, carbamoyl pho

Process for preparing optically active cyano compound

A novel process for effectively preparing an optically active cyanohydrin comprising asymmetrically cyanating an aldehyde by reacting the aldehyde with a cyanating agent in the presence of a titanate of an optically active tartaric acid derivative.