2835-82-7

Usage

InChI:InChI=1/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1

Upstream product

• 765-38-8 2-methyl-1-pyrrolidine 
• 3724-65-0 2-butenoic acid 
• 67-56-1 methanol 
• 6628-79-1 3-methyllevulinic acid 
• 6078-06-4 methyl 3-aminobutyrate 
• 107-93-7 (E)-but-2-enoic acid 
• 95503-53-0 3-[Hydroxy-((S)-1-phenyl-ethyl)-amino]-butyric acid methyl ester 
• 2434-49-3 5,6-Dihydro-6-methyluracil 
• 4443-37-2 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)butyric acid 
• 503-64-0 (Z)-but-2-enoic acid 
• 34697-37-5 (RS)-2-methyl-2,3-dihydro-1H-pyridin-4-one 
• 7664-41-7 ammonia 
• 64-17-5 ethanol 
• 6078-46-2 ethyl 3-(2-phenylhydrazono)butanoate 

Downstream Products

• 5303-65-1 3-aminobutanoic acid ethyl ester 
• 85118-28-1 3-Dimethylamino-buttersaeureethylester 
• 6168-83-8 (S)-3-Hydroxybutanoic Acid 
• 625-68-3 3-chlorobutyric acid 
• 2867-59-6 2-aminobutanol 
• 352-83-0 beta-Guanidinobutyric acid 
• 210103-20-1 3-benzenesulfonylamino-butyric acid 
• 2434-49-3 5,6-Dihydro-6-methyluracil 
• 91928-95-9 3-((ethoxycarbonyl)amino)butyric acid 
• 300-85-6 3-Hydroxybutyric acid 
• 3068-88-0 4-methyloxetan-2-one 
• 210103-29-0 N-(4-methoxybenzoyl)-3-aminobutyric acid 

Relevant academic research and scientific papers

Chemo- And regioselective nucleophilic hydrofunctionalization of unactivated aliphatic alkenes under transition-metal-free catalysts

Transition-metal-free-catalyzed nucleophilic hydrofunctionalization of both terminal and internal unactivated aliphatic alkenes has been described for the first time. Most topical classes of carbon, nitrogen and oxygen nucleophiles are well-compatible. The highly chemoselective unprotected dinucleophiles are also presented in the atom-economical approach. More than 80 structurally complex β-hetero-substituted aliphatic amides were rapidly synthesized in good yield with exclusive Markovnikov selectivity, which are difficult to be achieved efficiently by the traditional Michael addition of conjugated amides due to their poor intrinsic electrophilicity.

New biocatalytic route for the production of enantioenriched β-alanine derivatives starting from 5- and 6-monosubstituted dihydrouracils

Taking advantage of the catalytic promiscuity of pyrimidine-catabolism enzymes (dihydropyrimidinase (E.C. 3.5.2.2), N-carbamoyl-β-alanine amidohydrolase (E.C. 3.5.1.6)), the production of different β-alanine derivatives starting from 5- and 6-monosubstituted dihydrouracils has been evaluated using a mimesis approach. In this work, the S-enantioselective character of dihydropyrimidinase from Sinorizhobium meliloti toward 6-monosubstituted dihydrouracil derivatives has been shown. An inverted R-/S-enantioselectivity of N-carbamoyl-β-alanine amidohydrolase from Agrobacterium tumefaciens toward two different N-carbamoyl-β-amino acids has been proved. Our results have shown for the first time that this mimetic tandem constitutes an interesting biotechnological tool for the preparation of different β-alanine derivatives in an environmentally friendly way, allowing the production of enantioenriched (R)-α-phenyl-β-alanine (e.e. > 95%) and (R)-α-methyl-β-alanine (e.e. > 90%).

Aldehyde selective Wacker oxidations of phthalimide protected allylic amines: A new catalytic route to β3-amino acids

(Chemical Equation Presented) A new method for the synthesis of β3-amino acids is presented. Phthalimide protected allylic amines are oxidized under Wacker conditions selectively to aldehydes using PdCl2 and CuCl or Pd(MeCN)2/s

METHOD FOR ISOMERIZING ORGANIC COMPOUND

PROBLEM TO BE SOLVED: To provide a method for isomerizing a compound bearing a hydrocarbon group having a carbon-carbon double bond which permits transfer of the carbon-carbon double bond of the compound without using a catalyst or an organic solvent. SOLUTION: The method for isomerizing the compound comprises transferring the position of the carbon-carbon double bond by causing the compound bearing the hydrocarbon group having the carbon-carbon double bond to non-catalytically react in a reaction medium in a high-temperature and high-pressure state. Thus, the isomer having the double bond transferred is obtained in a short time in one step by pressing the compound bearing the hydrocarbon group having the carbon-carbon double bond into high-temperature high-pressure water as a reaction site at a high speed. Neither waste nor wastewater to dispose of is discharged from the manufacturing processes.

MANUFACTURING METHOD OF ISOMERIZED PRODUCT OF ETHYLENICALLY UNSATURATED CARBOXYLIC ACID OR ESTER THEREOF

PROBLEM TO BE SOLVED: To provide a method for selectively manufacturing an isomerized product of an ethylenically unsaturated monocarboxylic acid or esters thereof from the ethylenically unsaturated monocarboxylic acid or esters thereof without using a catalyst or an organic solvent. SOLUTION: The manufacturing method of the isomerized product of the ethylenically unsaturated monocarboxylic acid or esters thereof comprises transferring a double bond and selectively synthesizing a stereoisomer by causing the ethylenically unsaturated monocarboxylic acid or esters thereof to non-catalytically react in a reaction medium in a high temperature and high pressure state (a subcritical state or a supercritical state). Thus, the desired isomer is selectively manufactured in a short time in a one-step process without using the organic solvent. Moreover, waste or wastewater is hardly generated in the manufacturing processes.

Synthesis of β-amino acids based on oxidative cleavage of dihydropyridone derivatives

(Chemical Equation Presented) A new method for the synthesis of β-amino acids based on 2,3-dihydropyridones as starting materials is presented. Conversions of 2,3-dihydropyridones with NaIO4 and subsequently with base gave the corresponding β-amino acids in a one-pot procedure. The reactions have been monitored by 1H NMR indicating that the β-amino acids were formed in quantitative yields mostly. This method appears to be of broad scope, as 2-substituted 2,3-dihydropyridones are easily accessible via N-acyliminium ions generated from 4-methoxypyridine.

An improved synthesis of enantiopure β-amino acids

An improved method for the preparation of both the enantiopure β-amino acids is presented. The diastereomer benzyl β-amino esters, obtained by stereoselective reduction of β-enamino esters, were separated and hydrogenolyzed to the free enantiopure β-amino acids.

2,2'-dithiobisbenzamides derived from α-, β- and γ-amino acids possessing anti-HIV activities: Synthesis and structure-activity relationship

Nucleocapsid protein (NCp7), which contains highly conserved retroviral zinc fingers, is essential in the early as well as the late phase of human immunodeficiency virus (HIV) life cycle and constitutes a novel target for AIDS therapy. HIV-1 NCp7 is a basic 55 amino acid protein containing two C(X)2C(X)4H(X)4C motif zinc fingers flanked by basic amino acids on each side. 2,2'-dithiobisbenzamides have previously been reported to release zinc from these NCp7 zinc fingers and also to inhibit HIV replication. Specifically, 2,2'-dithiobisbenzamides derived from simple amino acids showed good antiviral activities. The benzisothiazolone 3, the cyclic derivative of 2, was selected for clinical trials as an agent for AIDS therapy. Herein we report the syntheses and antiviral activities, including therapeutic indices, of 2,2'-dithiobisbenzamides derived from α-, β- and γ-amino acids. Electrospray ionization mass spectrometry was used to study the zinc-ejection activity of these compounds. Among the α-amino acid derived 2,2'-dithiobisbenzamides, analogues containing alkyl side chains were found to be antivirally active with good therapeutic indices. 2,2'-Dithiobisbenzamides, derived from β- and γ-amino acids, were found to possess better antiviral and therapeutic efficacies than the α-amino acid analogues. Thus compound 59 was found to possess an EC50 of 1.9μM with a therapeutic index of >50. Interestingly, 2,2'-dithiobisbenzamides derived from α-amino acids containing a protected acid function and polar side chains also exhibited very good antiviral activity. Copyright (C) 1998 Elsevier Science Ltd.

Coupling product obtained from histamine and an amino acid

The invention relates to a pseudo-dipeptide product obtained by coupling between histamine or methyl-substituted histamine and an amino-acid having formula STR1 wherein A is a radical selected in the group comprising amine radicals, amides, lactames, urethans; R1, R'1, R2, R'2. . . Rn, R'n represent each a hydrogen atom, a hydrocarbon radical or a functional group; Y and Z represent each a hydrogen or a fluorine atom, or a hydrocarbon radical which may be substituted by one or a plurality of functional groups; and n is an integer higher than or equal to 1; the covalent bond with the histamine or the methyl-substituted histamine being a peptide bond between the carboxylic radical of the amino acid and the amine radical of the histamine. The pseudo-dipeptide products of the invention may be used in therapeutical, cosmetological and agro-alimentary applications and particularly for the treatment of cataracts.

Peptide mimetic compounds useful as platelet aggregation inhibitors

This invention relates to having the following formula STR1 or a pharmaceutically acceptable salt which are useful in the inhibition of platelet aggregation. This invention also relates to pharmaceutical compositions of such phenyl amidines derivatives.