23548-96-1

Upstream product

• 600-05-5 2,3-dibromopropionic acid 
• 124-41-4 sodium methylate 
• 10443-65-9 2-bromo-2-propenoic acid 
• 60778-73-6 β-methoxyacrylic acid chloride 
• 82290-07-1 ethyl ester of 3-methoxy-2-propen-1-oic acid 
• 34846-90-7 methyl 3-methoxyprop-2-enoate 

Downstream Products

• 23130-58-7 3-(2,4-dinitro-phenylhydrazono)-propionic acid 
• 174230-82-1 β-methoxyacryloyl isocyanate 
• 926-61-4 3-oxopropanoic acid 

Relevant academic research and scientific papers

Synthesis and molecular modeling of novel dihydroxycyclopentane- carbonitrile nor-nucleosides by bromonitrile oxide 1,3-dipolar cycloaddition

The regioisomeric cycloadducts of the bromonitrile oxide to the N-benzoyl-2,3-oxazanorborn-5-ene were easily prepared and elaborated into a novel class of uracil nor-nucleoside derivatives. In the key-synthetic step represented by the reductive N-O bond cleavage, an unusual double ring opening afforded the aminol intermediates containing a β-hydroxynitrile structure. By adapting known protocols, the aminols entered the linear construction of uracil rings. These novel nucleosides were found structurally similar to a potent antiviral compound, Brivudin, and molecular modeling and docking allowed to select one of the two regioisomeric structures as promising candidate for antiviral tests, due to the nice level of binding with the Thymidine Kinase, the enzyme involved in virus replication.

CARBOCYCLIC NUCLEOSIDES DERIVATIVES AND THE ANTIVIRUS COMPOSITIONS CONTAINING THE SAME

Carbocyclic nucleoside derivatives or pharmaceutically acceptable salts thereof are provided. The carbocyclic nucleoside derivatives or pharmaceutically acceptable salts thereof are represented by formula A or formula E. The descriptions of formulas A and E are the same as the contents described in the specification. The carbocyclic nucleoside derivatives which not only can effectively suppress virus by having a function of suppressing an SAH hydrolase, but also can be very appropriately used in suppression of virus and prevention and treatment of viral diseases since the carbocyclic nucleoside derivatives rarely have toxicity in body.COPYRIGHT KIPO 2020

Novel N-linked aminopiperidine-based gyrase inhibitors with improved hERG and in vivo efficacy against mycobacterium tuberculosis

DNA gyrase is a clinically validated target for developing drugs against Mycobacterium tuberculosis (Mtb). Despite the promise of fluoroquinolones (FQs) as anti-tuberculosis drugs, the prevalence of pre-existing resistance to FQs is likely to restrict their clinical value. We describe a novel class of N-linked aminopiperidinyl alkyl quinolones and naphthyridones that kills Mtb by inhibiting the DNA gyrase activity. The mechanism of inhibition of DNA gyrase was distinct from the fluoroquinolones, as shown by their ability to inhibit the growth of fluoroquinolone-resistant Mtb. Biochemical studies demonstrated this class to exert its action via single-strand cleavage rather than double-strand cleavage, as seen with fluoroquinolones. The compounds are highly bactericidal against extracellular as well as intracellular Mtb. Lead optimization resulted in the identification of potent compounds with improved oral bioavailability and reduced cardiac ion channel liability. Compounds from this series are efficacious in various murine models of tuberculosis.

Genetically encoded unstrained olefins for live cell labeling with tetrazine dyes

A number of non-canonical amino acids (NCAAs) with unstrained olefins are genetically encoded using mutant pyrrolysyl-tRNA synthetase-tRNAPylCUA pairs. These NCAAs readily undergo inverse electron-demand Diels-Alder cycloadditions with tetrazine dyes, leading to selective labeling of proteins bearing these NCAAs in live cells. This journal is

From 1,3-cyclohexadiene through nitrosocarbonyl chemistry, the synthesis of pyrimidine isoxazoline-carbocyclic nucleosides

N-Benzoyl-2-oxa-3-azabicyclo[2.2.2]oct-5-ene undergoes cycloaddition with benzonitrile oxide affording a mixture of syn and anti regioisomeric cycloadducts. The anti cycloadducts were easily elaborated to stereodefined isoxazoline-carbocyclic aminols that served as synthons for the linear construction of pyrimidine nucleosides, while the syn cycloadducts do not enter the same synthetic route.

A slightly shorter route to carbocyclic nucleosides. Synthesis of (±)- trans-1-[2-(hydroxymethyl)cyclopentylmethyl]uracil

(±)-trans-1-[2-(Hydroxymethyl)cyclopentylmethyl]uracil (1) was prepared in two steps and 56% yield from 2-hydroxymethylcyclopentylmethylamine (7) and 3-methoxy-2-propenoylisocyanate (6). Isocyanate 6 was prepared from methyl 3- methoxy-2-propenoate in four steps and 38% overall yield.

DICHLOROMETHYL ALKYL ETHERS AND SULFIDES IN THE REFORMATSKII REACTION

A study was carried out on the reaction of dichloromethyl alkyl ethers and sulfides with α-brominated esters in the presence of zinc resulting in the formation of either α-alkyl-β-alkoxyacrylates (or α-alkyl-β-alkylthioacrylates) or α,α,α',α'-tetramethyl-β-alkoxyglutaric acid ( or α,α,α',α'-tetramethyl-β-alkylthioglutaric acid) depending on the structure of the starting bromoester.PMR and IR spectroscopy indicates the geometry of the α-alkyl-β-alkoxyacrylates and α-alkyl-β-alkylthioacrylates.