861853-89-6

Basic information

• Product Name: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[(4-methylphenyl)-
• CAS NO: 861853-89-6
• Molecular Formula: C21H22O4
• Molecular Weight: 338.403
• Mol File: 861853-89-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[(4-methylphenyl)-(861853-89-6)
• EPA Substance Registry System: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[(4-methylphenyl)-(861853-89-6)

Safety Data

• Hazardous Substances Data: 861853-89-6(Hazardous Substances Data)

Upstream product

• 63126-29-4 (4R,5R)-2,2,N,N,N',N'-hexamethyl-1,3-dioxolane-4,5-dicarboxamide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 177283-77-1 (4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide 

Downstream Products

• 861853-98-7 (4S,5S)-4,5-Bis-((R)-methoxy-p-tolyl-methyl)-2,2-dimethyl-[1,3]dioxolane 
• 861854-01-5 (1R,2R,3R,4R)-1,4-Dimethoxy-1,4-di-p-tolyl-butane-2,3-diol 

Relevant articles and documents

Synthesis of enantiopure trifluoromethyl building blocks via a highly chemo- and diastereoselective nucleophilic trifluoromethylation of tartaric acid-derived diketones

(Chemical Equation Presented) A highly diastereoselective nucleophilic mono(trifluoromethylation) of a tartaric acid-based diketone, using trifluoromethyl(trimethyl)silane, afforded the corresponding γ-keto trifluoromethylcarbinol. The scope and limitation of this reaction was studied. The acidic removal of the acetonide moiety protecting the two hydroxyl groups of the adducts was unsuccessful. Bis(O-methylation) of the aromatic derivatives under basic conditions, followed by acidic hydrolysis and oxidative cleavage, led to two different enantiopure products: an α-aryl-α-methoxy- α-trifluoromethyl ethanal and an α-aryl-α-methoxycarboxylic acid. The overall process is eventually an interesting way to convert one natural chiral raw material into two functionalized enantiopure building blocks including a trifluoromethyl one.

Asymmetric synthesis of α-methoxyarylacetic acid derivatives

Stereoselective synthesis of a series of 2-aryl-2-methoxyethanols was achieved from inexpensive chiral pool tartaric acid employing a diastereoselective reduction of a symmetrical 1,4-diaryldiketone as the key step. 2-Aryl-2-methoxyethanols were enantioselectively prepared in 80-90% yield