1255944-52-5

Upstream product

• 85554-13-8 (±)-4-(2-bromo-1-hydroxyethyl)benzonitrile 
• 20099-89-2 4-Cyanophenacyl bromide 
• 52695-39-3 4-oxiran-2-ylbenzonitrile 
• 622787-69-3 2-azido-1-(4'-cyanophenyl)ethanone 

Downstream Products

• 1255944-56-9 1-(4-cyanophenyl)-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanol 
• 1417611-02-9 2-azido-1-(4'-cyanophenyl)ethyl acetate 
• 1255944-36-5 (R)-2-azido-1-(4-cyanophenyl)-ethanol 
• 1417611-08-5 C₁₁H₁₀N₄O₂ 

Relevant academic research and scientific papers

Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH

Halohydrin dehalogenase from Arthrobacter sp. AD2 catalysed azidolysis of epoxides with high regioselectivity and low to moderate (S)-enantioselectivity (E?=?1–16). Mutation of the asparagine 178 to alanine (N178A) showed increased enantioselectivity towards styrene oxide derivatives and glycidyl ethers. Conversion of aromatic epoxides was catalysed by HheA-N178A with complete enantioselectivity, however the regioselectivity was reduced. As a result of the enzyme-catalysed reaction, enantiomerically pure (S)-β-azido alcohols and (R)-α-azido alcohols (ee???99%) were obtained.

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst

Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterpart

Combining designer cells and click chemistry for a one-pot four-step preparation of enantiopure β-hydroxytriazoles

The multistep catalytic process using designer cells, either added as freshly prepared suspensions or as stable lyophilized powder, and click reaction can be performed in one pot. The sequence of four reactions allows the production of both enantiomers of β-hydroxytriazoles with high enantiomeric excess.