6542-76-3

Usage

InChI:InChI=1/C9H9NO2/c11-7-6-10-9(12)8-4-2-1-3-5-8/h1-5,7H,6H2,(H,10,12)

Upstream product

• 91973-78-3 4-(acetylamino-methylene)-2-phenyl-4H-oxazol-5-one 
• 64792-80-9 2-(benzoylamino)acetaldehyde dimethyl acetal 
• 7647-01-0 hydrogenchloride 
• 42361-78-4 (N-benzoylamino)acetaldehyde diethyl acetal 
• 3674-51-9 4-aminomethylene-2-phenyl-4H-oxazol-5-one 
• 495-69-2 Hippuric Acid 
• 10283-95-1 N-allylbenzamide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 495-69-2 Hippuric Acid 
• 94730-90-2 N-(2-benzamideo-1-carbomethoxyethyl)-Ala-Pro 
• 84799-92-8 N-(2-benzamideo-1-carbomethoxyethyl)-Ala-Pro-OCH₃ 
• 84759-76-2 N-(2-benzamideo-1-carbomethoxyethyl)-Ala-Pro-OCH₃ 
• 84759-76-2 N-(2-benzamideo-1-carbomethoxyethyl)-Ala-Pro-OCH₃ 
• 1314096-67-7 ethyl 3-((3-exo)-(2-benzamidoethyl)amino)-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 1314038-51-1 ethyl 3-((3-endo)-(2-benzamidoethyl)amino)-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 89332-65-0 cis 2-(benzamido)vinyl benzoate 

Relevant academic research and scientific papers

Conversions of sulfone-containing vinyl azides to vinyl triazoles and enamides

Reported is the efficient conversion of four 3-sulfonyl prop-1-enyl azides into seven 3-sulfonyl prop-1-enyl triazoles. Results demonstrate that the stereochemical integrity of the alkene was maintained during this process. The conversion of (Z)-((3-azido

Conjugation of Oligonucleotides to Peptide Aldehydes via a pH-Responsive N-Methoxyoxazolidine Linker

The formation of N-methoxyoxazolidines in the preparation of oligonucleotide-peptide conjugates was evaluated. The reaction occurred between unprotected 2′-N-(methoxy)amino-modified oligonucleotides and peptide aldehydes in reasonable yields when isolated

Synthesis of Nitrogen-Containing Heterocycles through Catalytic Dehydrative Cyclization Reactions

Re2O7 in hexafluoroisopropyl alcohol provides access to cationic intermediates from alcohols through the intermediacy of perrhenate esters. This manuscript describes the application of the system to the formation of a number of weakly basic heterocyclic systems through dehydration reactions and intramolecular nucleophilic addition. The influence of the substrate structure on the reaction rates and stereocontrol is discussed with respect to intermediate ion pairs.

Oxyenamides as Versatile Building Blocks for a Highly Stereoselective One-Pot Synthesis of the 1,3-Diamino-2-ol-Scaffold Containing Three Continuous Stereocenters

A highly diastereoselective one-pot synthesis of the 1,3-diamino-2-alcohol unit bearing three continuous stereocenters is described. This method utilizes 2-oxyenamides as a novel type of building block for the rapid assembly of the 1,3-diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)-oxyenamides is reported as well.

Transition State-Based Sialyltransferase Inhibitors: Mimicking Oxocarbenium Ion by Simple Amide

In the new transition-state based sialyltransferase inhibitors, an amide group was placed at the corresponding C-2 position of CMP-sialic acid to mimic the geometry and charge distribution in the transition state, and simple aromatic or aliphatic rings were used instead of the sialic acid moiety. All synthetic compounds exhibited excellent α(2-6)-sialyltransferase inhibition, resulting in up to a 2600-fold higher affinity for the enzyme than CMP-Neu5Ac, suggesting that amide is a key element for simulating transition-state features.

N-Acylethanolamines as novel alcohol dehydrogenase 3 substrates

N-Acylethanolamines (NAEs) are members of the fatty acid amide family. The NAEs have been proposed to serve as metabolic precursors to N-acylglycines (NAGs). The sequential oxidation of the NAEs by an alcohol dehydrogenase and an aldehyde dehydrogenase wo

ALKYL 3-((2-AMIDOETHYL)AMINO)-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE ANALOGS AS SELECTIVE M1 AGONISTS AND METHODS OF MAKING AND USING SAME

In one aspect, the invention relates to compounds having a general structure: which are useful as selective allosteric or bitopic agonists of the M1 muscarinic receptor; synthetic methods for making the compounds; pharmaceutical compositions co

Modulating reactivity and diverting selectivity in palladium-catalyzed heteroaromatic direct arylation through the use of a chloride activating/blocking group

(Chemical Equation Presented) Through the introduction of an aryl chloride substituent, the selectivity of palladium-catalyzed direct arylation may be diverted to provide alternative regioisomeric products in high yields. In cases where low reactivity is typically observed, the presence of the carbon-chlorine bond can serve to enhance reactivity and provide superior outcomes. From a strategic perspective, the C-Cl bond is easily introduced and can be employed in a variety of subsequent transformations to provide a wealth of highly functionalized heterocycles with minimal substrate preactivation. The impact of the C-Cl functional group on direct arylation reactivity has also been evaluated mechanistically, and the observed reactivity profiles correlate very well with that predicted by a concerted metalation-deprotonation pathway.

A practical approach to the synthesis of 2,4-disubstituted oxazoles from amino acids

(Matrix presented) A new sequence for the synthesis of various 2,4-disubstituted oxazoles from α-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate α-acylamino aldehydes. Implementation of this reagent system for the conversion of α-acylamino ketones to oxazoles is briefly investigated.

Preparation of (RS)-5-amino-3-carboxypentanoic acid (1)

(RS)-5-amino-3-carboxypentanoic acid (1) was prepared by a Wittig reaction of N-benzoylglycinal (3) with the phosphorane (4), followed by catalytic hydrogenation and acid hydrolysis.