256372-73-3

Upstream product

• 41457-31-2 1,2-epoxy-3-[2,3-dimethylphenoxy]propane 
• 526-75-0 2,3-Dimethylphenol 
• 850427-86-0 (2S)-1-(2,3-dimethylphenoxy)-2,3-dihydroxypropane 
• 850427-90-6 (R)-4-(2,3-Dimethyl-phenoxymethyl)-[1,3,2]dioxathiolane 2-oxide 
• 850427-96-2 (R)-4-(2,3-Dimethyl-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide 
• 3731-94-0 allyl 2,3-dimethylphenyl ether 

Downstream Products

• 81584-06-7 1-(tert-butylamino)-3-(2,3-dimethylphenoxy)-2-propanol 

Relevant academic research and scientific papers

Synthesis, crystal structure, and absolute configuration of the enantiomers of chiral drug xibenolol hydrochloride

Based on the features of its crystallization, racemic 3-(2,3-dimethylphenoxy)propane-1,2-diol 2, the synthetic precursor of the chiral drug xibenolol 1, was resolved into pure enantiomers by the direct method of entrainment. The enantiomers of diol 2 thro

A smart library of epoxide hydrolase variants and the top hits for synthesis of (S)-β-blocker precursors

Microtuning of the enzyme active pocket has led to a smart library of epoxide hydrolase variants with an expanded substrate spectrum covering a series of typical β-blocker precursors. Improved activities of 6- to 430-fold were achieved by redesigning the active site at two predicted hot spots. This study represents a breakthrough in protein engineering of epoxide hydrolases and resulted in enhanced activity toward bulky substrates. Hot pockets: Microtuning of the enzyme active pocket gives a smart library of epoxide hydrolase variants with an expanded substrate spectrum covering a series of typical β-blocker precursors. Improved activities of 6- to 430-fold were achieved by redesigning the active site at two predicted hot spots, and enhanced activity toward bulky substrates was found.

Asymmetric synthesis of aryloxypropanolamines via OsO4-catalyzed asymmetric dihydroxylation

A simple and effective procedure for the enantioselective synthesis of several β-adrenergic blocking agents incorporating the first asymmetric synthesis of celiprolol, is described. The key steps are (i) sharpless asymmetric dihydroxylation of aryl allyl ethers to introduce chirality into the molecules and (ii) conversion of cyclic sulfates into the corresponding epoxides using a three-step procedure.