75281-80-0

Basic information

• Product Name: 4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane
• Synonyms: 4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane
• CAS NO: 75281-80-0
• Molecular Weight: 178.231
• Mol File: 75281-80-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane(75281-80-0)
• EPA Substance Registry System: 4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane(75281-80-0)

Safety Data

• Hazardous Substances Data: 75281-80-0(Hazardous Substances Data)

Upstream product

• 24347-58-8 (R,R)-2,3-butandiol 
• 100-52-7 benzaldehyde 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 92934-82-2 (2R,3R)-3-((S)-1-Phenyl-ethoxy)-butan-2-ol 
• 92934-83-3 (2R,3R)-3-((R)-1-Phenyl-ethoxy)-butan-2-ol 
• 79449-78-8 (2R,3R)-3-(1-Phenyl-ethoxy)-butan-2-ol 
• 75281-79-7 (2R,3S)-2-(3-bromobutyl)benzoate 
• 83862-16-2 (2R,3R)-3-((S)-1-Phenyl-but-3-enyloxy)-butan-2-ol 
• 83916-49-8 (2R,3R)-3-((R)-1-Phenyl-but-3-enyloxy)-butan-2-ol 
• 83862-15-1 (S)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one 
• 83916-48-7 (R)-1-((1R,2R)-2-Hydroxy-1-methyl-propoxy)-1-phenyl-pentan-3-one 
• 1365543-64-1 N-[(4-{[4-{[(2R,3R)-3-(benzyloxy)butan-2-yl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)(cyclopropyl)oxido-lambda⁶-sulphanylidene]-2,2,2-trifluoroacetamide benzenesulphonic acid salt 

Relevant articles and documents

Asymmetric Induction by a Nitrogen14N/15N Isotopomer in Conjunction with Asymmetric Autocatalysis

Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N2,N2,N3,N3-tetramethyl-2,3-butan

Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5]

As part of a detailed study, the syntheses, biological activities, and pharmacokinetic properties of hydroxylated analogues of the previously described broad spectrum antifungal agents, Sch 51048 (1), Sch 50001 (3), and Sch 50002 (4), are described. Based on an overall superior profile, one of the alcohols, Sch 56592 (2), was selected for clinical studies.

Mechanism of Chiral Lewis Acid Mediated Enantiotopic Group-Selective Ring Cleavage of Cyclic Acetals Derived from meso-1,2-Diols

Diastereoselectivity and enantioselectivity of chiral oxazaborolidine-mediated ring-cleavage reactions of meso-2,4,5-trisubstituted 1,3-dioxolane acetals with a trimethylsilyl ketene acetal were investigated in detail and discussed in terms of a mechanism involving a contact ion pair as a product-forming intermediate. Both diastereomeric 2-phenyl derivatives syn- and anti-11a gave the same ring-cleavage product 13a. However, the reaction of 2-phenylethynyl derivatives syn- and anti-11b proceeded almost stereospecifically, giving rise to 13b and 14b, respectively. In all of the reactions, isomerization of diastereomeric acetals was not observed. On the basis of these results, it was deduced that the dissociation of a Lewis acid-acetal complex is the rate-determining step, and the resulting ion pair intermediate undergoes either isomerization to a diastereomeric acetal or attack by a nucleophile depending on the structure of the acetal. The possible enantioselection at the product-forming step was ruled out. It was proposed that the observed enantioselectivity is determined by enantiodifferentiating coordination of the acetal oxygen atom by the chiral Lewis acid.