167282-09-9

Basic information

• Product Name: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[phenyl-
• CAS NO: 167282-09-9
• Molecular Formula: C19H18O4
• Molecular Weight: 310.35
• Mol File: 167282-09-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[phenyl-(167282-09-9)
• EPA Substance Registry System: Methanone, [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis[phenyl-(167282-09-9)

Safety Data

• Hazardous Substances Data: 167282-09-9(Hazardous Substances Data)

Upstream product

• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 177283-77-1 (4R,5R)-N,N'-dimethoxy-N,N',2,2-tetramethyl-1,3-dioxolane-4,5-dicarboxamide 
• 63126-29-4 (4R,5R)-2,2,N,N,N',N'-hexamethyl-1,3-dioxolane-4,5-dicarboxamide 
• 88797-37-9 (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxyl dichloride 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 647027-99-4 (4S,5S)-4,5-bis[(R)-hydroxy(phenyl)methyl]-2,2-dimethyl-1,3-dioxolane 
• 72538-27-3 (-)-(R)-2-methoxy-2-phenylacetaldehyde 
• 17628-72-7 R-(-)-2-methoxy-2-phenyl ethanol 
• 3966-32-3 (R)-methoxyphenylacetic acid 
• 861853-87-4 (1R,2R,3R,4R)-1,4-Dimethoxy-1,4-diphenyl-butane-2,3-diol 
• 912646-28-7 (4R,5R)-4,5-bis((S)-1-methoxy-1-phenylpropyl)-2,2-dimethyl-1,3-dioxolane 
• 912646-30-1 (3S,4R,5R,6S)-3,6-dimethoxy-3,6-diphenyloctane-4,5-diol 
• 929217-58-3 (-)-[(4R,5R)-2,2-dimethyl-5-((R)-2,2,2-trifluoro-1-hydroxy-1-phenylethyl)-[1,3]dioxolan-4-yl]phenylmethanone 
• 167640-30-4 (αR,α'R,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol 
• 167640-32-6 (αS,α'S,4R,5R)-2,2,α,α'-tetramethyl-α,α'-diphenyl-1,3-dioxolane-4,5-dimethanol 

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.

Nucleophilic addition reactions of 1,4-diketones derived from tartaric acid: Synthesis of TADDOL analogues

A systematic investigation of the reduction and Grignard reagents addition to 1,4-diketones derived from tartaric acid was carried out. It was found that the reduction proceeded with high selectivity using K-Selectride as the reducing agent; while Grignar

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