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Usage

Uses

Used in Pharmaceutical Industry:
(S)-3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile is used as a building block for the synthesis of bioactive molecules due to its nitrile and chloro groups, which are common functional groups in pharmaceutical compounds.
Used in Agrochemical Industry:
In the agrochemical industry, (S)-3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile is used as a precursor for the development of crop protection molecules, leveraging its nitrile and chloro groups to enhance the effectiveness of these products.
Used in Synthetic Chemistry:
(S)-3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile is utilized as a protecting group for alcohols and phenols in synthetic chemistry, thanks to the presence of the trimethylsilyl group, which aids in the selective protection of these functional groups during chemical reactions.
Overall, (S)-3-chloro-2-(2,4-difluorophenyl)-2-((trimethylsilyl)oxy)propanenitrile demonstrates a diverse range of potential applications across different industries, including pharmaceuticals, agrochemicals, and synthetic chemistry, due to its unique structural features and functional groups.

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 107-12-0 propiononitrile 

Downstream Products

• 861718-85-6 3-chloro-2-(2,4-difluorophenyl)-2-(trimethylsilanyloxy)propionaldehyde 
• 861718-86-7 3-chloro-2-(2,4-difluorophenyl)-2-hydroxypropionaldehyde 
• 141113-41-9 (R)-(-)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1,2-diol 
• 156570-12-6 (S)-3-chloro-2-(2,4-difluorophenyl)propane-1,2-diol 
• 124627-86-7 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole 
• 135270-11-0 (2R,3S)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-butane-2,3-diol 
• 132507-89-2 (2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 170862-36-9 (2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile 
• 170863-34-0 (2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanethioamide 
• 182760-06-1 ravuconazole 
• 164650-45-7 (2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidine-1-yl)-1-(1H-1,2,4-triazole-1-yl)-butane-2-ol 
• 1584144-36-4 (2R,3S)-4-chloro-3-(2,4-difluorophenyl)-3-((trimethylsilyl)-oxy)butan-2-ol 
• 1610930-73-8 (2S,3S)-4-chloro-3-(2,4-difluorophenyl)-3-((trimethylsilyl)-oxy)butan-2-ol 
• 832151-94-7 (2S,3R)-1-chloro-2-(2,4-difluorophenyl)butane-2,3-diol 

Relevant academic research and scientific papers

Catalytic enantioselective synthesis of key intermediates for triazole antifungal agents

(Chemical Equation Presented) A short-step synthesis of versatile chiral building blocks for triazole antifungal agents such as ZD0870 and Sch45450 was developed via catalytic enantioselective cyanosilylation of electron-deficient ketones as the key step.

An enantioselective synthesis of the key intermediate for triazole antifungal agents; Application to the catalytic asymmetric synthesis of efinaconazole (jublia)

A new synthetic route, the shortest reported to date, to access a key intermediate for the synthesis of various triazole antifungal agents was developed. The elusive tetrasubstituted stereogenic center that is essential in advanced triazole antifungal agents was constructed via the catalytic asymmetric cyanosilylation of a ketone. The subsequent transformations were performed in two one-pot operations, enhancing the overall synthetic efficiency toward the intermediate. This streamlined synthetic approach was successfully applied to efficient enantioselective syntheses of efinaconazole (Jublia) and ravuconazole.

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.