1044771-26-7

Basic information

• Product Name: 4(S)-2-methoxy-2-methyl-4-phenyl-1,3-dioxolane
• Synonyms: 4(S)-2-methoxy-2-methyl-4-phenyl-1,3-dioxolane
• CAS NO: 1044771-26-7
• Molecular Weight: 194.23
• Mol File: 1044771-26-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4(S)-2-methoxy-2-methyl-4-phenyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4(S)-2-methoxy-2-methyl-4-phenyl-1,3-dioxolane(1044771-26-7)
• EPA Substance Registry System: 4(S)-2-methoxy-2-methyl-4-phenyl-1,3-dioxolane(1044771-26-7)

Safety Data

• Hazardous Substances Data: 1044771-26-7(Hazardous Substances Data)

Upstream product

• 21210-43-5 (S)-Methyl mandelate 
• 17199-29-0 (S)-Mandelic acid 
• 1445-45-0 Trimethyl orthoacetate 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 

Downstream Products

• 89398-25-4 (S)-2-phenylethyl 4-methylbenzenesulfonate 
• 71698-86-7 (R)-(-)-1-deuterioethylbenzene 
• 10606-75-4 (S)-2-Phenyl<2-²H₁>ethanol 
• 286967-47-3 1-trimethylsilyloxy-3(S)-[2-deutero-2(S)-phenethyl]-5(R)-methyl-1-cyclohexene 
• 286967-48-4 (S)-(-)-2-d₁-phenethyl bromide 
• 103590-74-5 (R)-(+)-2-chloro-2-phenethylacetic acid 

Relevant articles and documents

Stereochemistry of the singlet oxygenation of simple alkenes: A stereospecific transformation

(Chemical Equation Presented) The stereochemistry of the allylic oxidation (ene reaction) mediated by singlet oxygen (1O2), using the optically active alkene (S,S)-cis-1,4-diphenyl-2-butene-1,4-d2, In MeOH and aprotic solv

Stereochemical Dynamics of Aliphatic Hydroxylation by Cytochrome P-450

Previous studies on the stereochemistry of hydroxylation by cytochrome P-450 enzymes have been contradictory and confusing.Therefore, the hydroxylation of four isotopically substituted phenylethane substrates has been examined with a single isozyme of rabbit liver microsomal cytochrome P-450.In each case the corresponding 1-phenylethanol was essentially the only product.With ordinary phenylethane, the product was 48percent R-1-phenylethanol and 52percent the S isomer.With (R)-phenylethane-1-d, the product was 42percent R alcohol, while with (S)-phenylethane-1-d the product was 70percent R alcohol.When the substrate was phenylethane-1,1-d2, 50percent R alcohol was produced.The alcohols from the single-deuterium-substituted substrates were highly enriched in deuterium, indicating the operation of a large deuterium isotope effect on hydrogen removal.Most importantly, 23-40percent of the hydroxylation events resulted in alcohol with configuration opposite to that of the original hydrocarbon substrate.These "crossover" events require the intermediacy of a discrete tricoordinate carbon intermediate.These data unambiguously demonstrate that hydroxylation stereospecificity must be enforced by the surrounding protein tertiary structure and is not an inherent feature of the cytochrome P-450 reaction mechanism.