176851-48-2

Upstream product

• 621-24-9 3-m-Tolyloxy-propane-1,2-diol 
• 108-39-4 3-methyl-phenol 
• 2186-25-6 m-tolyl glycidyl ether 
• 13605-19-1 2-hydroxyethyl m-tolyl ether 
• 1758-10-7 1-allyloxy-3-methylbenzene 
• 58042-45-8 3-methylphenoxyacetaldehyde diethyl acetal 
• 3019-89-4 sodium 3-methylphenoxide 

Downstream Products

• 123048-95-3 3-methylphenoxyacetaldehyde cyanohydrin 
• 4198-87-2 (2S)-1-(isopropylamino)-3-(3-methylphenoxy)propan-2-ol 
• 1415419-08-7 (S)-1-nitro-3-(m-tolyloxy)propan-2-ol 
• 113080-09-4 Acetic acid (S)-1-cyano-2-m-tolyloxy-ethyl ester 
• 106985-61-9 3-methylphenoxyacetaldehyde cyanohydrin acetate 
• 189244-67-5 (S)-1-Amino-3-m-tolyloxy-propan-2-ol 

Relevant academic research and scientific papers

New class of bioluminogenic probe based on bioluminescent enzyme-induced electron transfer: BioLeT

Bioluminescence imaging (BLI) has advantages for investigating biological phenomena in deep tissues of living animals, but few design strategies are available for functional bioluminescent substrates. We propose a new design strategy (designated as bioluminescent enzyme-induced electron transfer: BioLeT) for luciferin-based bioluminescence probes. Luminescence measurements of a series of aminoluciferin derivatives confirmed that bioluminescence can be controlled by means of BioLeT. Based on this concept, we developed bioluminescence probes for nitric oxide that enabled quantitative and sensitive detection even in vivo. Our design strategy should be applicable to develop a wide range of practically useful bioluminogenic probes.

A new catalyst for the asymmetric Henry reaction: Synthesis of β-nitroethanols in high enantiomeric excess

A new chiral tetrahydrosalen ligand has been designed and synthesized from cis-2,5-diaminobicyclo[2.2.2]octane. The complex generated in situ by the interaction of the ligand with (CuOTf)2·C6H 5CH3 was an efficient catalyst for the asymmetric Henry reaction, producing nitroaldol products in high yield and good stereoselectivity. Henry reactions catalyzed by this tetrahydrosalen-Cu(I) complex led to syntheses of β-adrenergic blocking agents (S)-toliprolol, (S)-moprolol, and (S)-propanolol.

Ozonolysis of Olefins VIII [1]. Synthesis of Phenoxyacetaldehydes by Ozonolysis of Allylphenylethers

A new route for the preparation of a series of phenoxyacetaldehydes (2a-j) which are useful intermediates or products, is described. It starts from the easily available allylphenylethers 1a-j which are ozonized at -40°C and further treated with dimethylsulfide to give solutions of the corresponding phenoxyacetaldehydes 2a-j; these are purified by column chromatography. Reaction of 2a-j with 1-methyl-1-phenylhydrazine leads to the corresponding hydrazones 3a-c, 3e-g, 3i, and 3j. The aldehydes can also be transformed into the stable dimethylcetals 4a, 4e, 4h, and 4i by reaction with trimethyl orthoformate.

Formation of Optically Active Aryloxyacetaldehyde Cyanohydrin Acetates with the Aid of a Microorganism

Microorganisms that hydrolyze the one enantiomer of dl-phenoxyacetaldehyde cyanohydrin acetate were screened, and Bacillus coagulans isolated from soil was found to be the best.This bacterium was applied to the asymmetric hydrolysis of other aryloxyacetaldehyde derivatives to give satisfactory results.The effect of adding dimethyl sulfoxide to the medium is also described.