1474024-63-9

Upstream product

• 1003706-87-3 4-bromo-5-fluoro-pyrimidine 
• 861718-85-6 3-chloro-2-(2,4-difluorophenyl)-2-(trimethylsilanyloxy)propionaldehyde 

Downstream Products

• 1474024-64-0 (1R,2S)-3-chloro-2-(2,4-difluorophenyl)-1-(5-fluoropyrimidin-4-yl)propane-1,2-diol 

Relevant academic research and scientific papers

COMPOUND AND METHOD FOR MANUFACTURING THE SAME, AND METHOD FOR MANUFACTURING VORICONAZOLE

PROBLEM TO BE SOLVED: To provide a method for manufacturing voriconazole, which is a therapeutic agent for severe or intractable deep mycosis such as aspergillosis, allowing easy manufacture without the need for the optical resolution. SOLUTION: A method for manufacturing voriconazole includes: obtaining a compound represented by the general formula (3) by using catalytic asymmetric cyanoacylation reaction; and reacting the compound with 1,2,4-triazole to convert it into voriconazole. [In the general formula (3), X is any of the divalent groups represented by the specified structural formulas.] COPYRIGHT: (C)2015,JPOandINPIT

An enantioselective synthesis of voriconazole

A new seven-step sequence to access voriconazole, a clinically used antifungal agent, was developed. The initial catalytic asymmetric cyanosilylation is the key to constructing the consecutive tetra- and trisubstituted stereogenic centers. The fluoropyrimidine unit frequently triggered unexpected side reactions, but careful amendment of the reaction sequence allowed for the concise enantioselective synthesis.