170210-46-5

Upstream product

• 532-32-1 sodium benzoate 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 

Downstream Products

• 67914-84-5 cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol benzoate (ester) 
• 172587-60-9 (-)-(2S,cis)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol 
• 172587-61-0 cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol methanesulfonate (ester) 
• 1486497-66-8 (-)-terconazole 
• 148626-66-8 2S,4R,2'S,3'S hydroxy itraconazole 

Relevant academic research and scientific papers

Antifungal water-soluble compound as well as preparation method and application thereof (by machine translation)

The invention provides an antifungal water-soluble compound, a preparation method thereof and application, of the compound as I shown in formula. The compound has good antifungal effect and water solubility, can be used for treating and preventing,configuration optical isomers of the optical isomer SRSS obtained by chiral synthesis. (by machine translation)

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE COMPOUND

2-Aryl-2-halomethyl-4-chloromethyl-1,3-dioxolane (A) is produced with ease without decreasing the optical purity, by reacting optically active monochlorohydrin and aryl(halomethyl)ketone as starting materials in an acid catalyst. Furthermore, optically active (2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl carboxylate and optically active (2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl sulfonate, which are useful intermediates for ketoconazole, are efficiently produced from the obtained optically active form (A). In addition, optically active trans-(2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl carboxylate is isomerized to a cis form thereof in the presence of an acid catalyst.

Stereoselective Syntheses of Both Enantiomers of Ketoconazole from (R)- and (S)-Epichlorohydrin

Stereoselective syntheses of both enantiomers of ketoconazole (1) from commercially available (R)- or (S)-epichlorohydrin has been developed.The key-step of syntheses involves the selective substitution of the methylene chlorine atom by benzoate on a mixture of (2S,4R)-14a and (2R,4R)-15a or of their enentiomers, followed by crystalization of the corresponding cis-benzoates, (2R,4R)-18 or (2S,4S)-18, from which (+)- or (-)-1 were obtained as described for (+/-)-1.The ee's of (+)- and (-)-ketocanazole were determined by HPLC on the CSP Chiracel OD-H.