129575-56-0

Upstream product

• 32366-25-9 1-azidoethylbenzene 
• 536-74-3 phenylacetylene 
• 1517-69-7 (R)-1-phenylethanol 
• 492-37-5 hydratropic acid 
• 33122-25-7 tert-butyl 2-phenylpropaneperoxoate 
• 25236-63-9 1-phenylethyl mesylate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1445-91-6 (S)-1-phenylethanol 
• 98-85-1 1-Phenylethanol 
• 209863-91-2 (S)-N,N-1,2-benzenedisulfonyl-1-phenylethylamine 
• 92543-26-5 (S)-(-)-Phpophorsaeure-diethylester-(1-phenylethylester) 
• 3756-41-0 (S)-(1-chloroethyl)benzene 

Downstream Products

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1198399-51-7 C₁₉H₂₈N₄O₂ 
• 1198399-49-3 C₂₃H₂₈N₄O₂ 
• 1255942-91-6 tert-butyl (S)-4-methyl-1-oxo-1-((1-((R)-1-phenylethyl)-1H-1,2,3-triazol-4-yl)methylamino)pentan-2-ylcarbamate 
• 30432-65-6 N-ethyl-N-(α-methylbenzyl)aniline 
• 103-69-5 N-ethyl-N-phenylamine 

Relevant academic research and scientific papers

A simple one-pot procedure for the direct conversion of alcohols into azides using TsIm

A facile and efficient method for one-pot conversion of alcohols into azides using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, alcohols are refluxed with a mixture of NaN3, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in DMF affording the corresponding alkyl azides in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.

A simple and convenient synthesis of alkyl azides under mild conditions

Various primary and secondary alkyl azides have been synthesized in high yields by the fluoride anion induced S(N)2 substitution reactions of the corresponding alkyl halides, phosphates, or tosylates and trimethylsilyl azide.

Iron-Catalyzed Asymmetric Decarboxylative Azidation

The first iron-catalyzed asymmetric azidation of benzylic peresters has been reported with trimethylsilyl azide (TMSN3) as the azido source. Hydrocarbon radicals that lack of strong interactions were capable to be enantioselectively azidated. The reaction features good functional group tolerance, high yields, and mild conditions. The chiral benzylic azides can further be used in click reaction, phosphoramidation, and reductive amination, which demonstrate the synthetic values of this reaction.

Polysubstituted triazole formate derivative and application thereof

The invention discloses a compound shown as formula I in the specification, or a stereoisomer, or a pharmaceutically acceptable salt, or a solvate, or a prodrug, or a metabolite, or a deuterated derivative thereof. Belonging to the field of pharmaceutical

Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: Synthesis of 4-haloisoxazoles and 5-halotriazoles

(Cyclopentadienyl)(cyclooctadiene) ruthenium(II) chloride [CpRuCl(cod)] catalyzes the reaction between nitrile oxides and electronically deficient 1-choro-, 1-bromo-, and 1-iodoalkynes leading to 4-haloisoxazoles. Organic azides are also suitable 1,3-dipoles, resulting in 5-halo-1,2,3-triazoles. These air-tolerant reactions can be performed at room temperature with 1.25 equivalents of the respective 1,3-dipole relative to the alkyne component. Reactive 1-haloalkynes include propiolic amides, esters, ketones, and phosphonates. Post-functionalization of the halogenated azole products can be accomplished by using palladium-catalyzed cross-coupling reactions and by manipulation of reactive amide groups. The lack of catalysis observed with [Cp RuCl(cod)] (Cp=pentamethylcyclopentadienyl) is attributed to steric demands of the Cp* (η5-C5Me5) ligand in comparison to the parent Cp (η5-C5H5). This hypothesis is supported by the poor reactivity of [(η5-C 5Me4CF3)RuCl(cod)], which serves as a an isosteric mimic of Cp* and as an isoelectronic analogue of Cp.

Origins of selectivity in Bronsted acid-promoted diazoalkane-azomethine reactions (The aza-Darzens aziridine synthesis)

The mechanism of the Bronsted acid-catalyzed aza-Darzens reaction is explored by charting the stereochemical outcome of the triflic acid-promoted conversion of trans-triazolines to cis-aziridines. These experiments are consistent with the intermediacy of

A Lewis acid mediated schmidt reaction of benzylic azide: Synthesis of sterically crowded aromatic tertiary amines

An efficient one-pot synthesis of sterically hindered aromatic tertiary amines through Lewis acid induced intermolecular Schmidt reaction of benzylic azides is described. In the presence of EtAlCl2, benzylic azide underwent a smooth Schmidt reaction to give the corresponding iminium ion, which, upon reduction with NaBH4 in situ, afforded the tertiary amine. The effects of substituents on the aromatic ring and the steric effects of the alkyl side chain have also been studied.

Evaluation of triazolamers as active site inhibitors of HIV-1 protease

Proteases typically recognize their peptide substrates in extended conformations. General approaches for designing protease inhibitors often consist of peptidomimetics that feature this conformation. Herein we discuss a combination of computational and ex

Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition

The use of chiral pybox ligands imparts enantioselectivity to the Cu I-catalyzed azide-alkyne cycloaddition reaction, in the form of kinetic resolution of α-chiral azides and desymmetrization of gem-diazides. While levels of selectivity are modest, the results show unequivocally that the process benefits from ligand-accelerated catalysis.

N,N-1,2-benzenedisulfonylimide, a new cyclic leaving group for the stereoselective nucleophilic substitution of amines

We hereby report the preparation and nucleophilic substitutions of the N,N-1,2-benzenedisulfonylimide derivatives la and 2a of the chiral amines 1 and 2. The nucleophilic attack of KNO2 afforded the respective alcohols 3 and 4 with 84-90% inversion of configuration. Nucleophilic attack by the azide ion afforded the azide products 5 and 6 which were reduced to the corresponding inverted mines 1 and 2 (94-98.5% inversion). The improved leaving group ability of the N,N-1,2-benzenedisulfonylimides compared with previously reported N,N-disulfonylimides is discussed. Chiral GLC analysis of all products is summarized and the alternative chiral analysis of product 3 by 13C NMR using heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as a chiral solvating agent (CSA) is discussed.