159517-86-9

Basic information

• Product Name: 1,3-Dioxolane, 2,2-dimethyl-4-[2-(phenylmethoxy)ethyl]-, (4R)-
• CAS NO: 159517-86-9
• Molecular Formula: C14H20O3
• Molecular Weight: 236.311
• Mol File: 159517-86-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,3-Dioxolane, 2,2-dimethyl-4-[2-(phenylmethoxy)ethyl]-, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane, 2,2-dimethyl-4-[2-(phenylmethoxy)ethyl]-, (4R)-(159517-86-9)
• EPA Substance Registry System: 1,3-Dioxolane, 2,2-dimethyl-4-[2-(phenylmethoxy)ethyl]-, (4R)-(159517-86-9)

Safety Data

• Hazardous Substances Data: 159517-86-9(Hazardous Substances Data)

Upstream product

• 5754-34-7 2-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 69985-32-6 (R)-4-phenylmethoxy-1,2-butanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 115114-86-8 3,4-O-isopropylidene-L-(S)-erythrulose 

Downstream Products

• 142592-73-2 (S)-6-(benzyloxy)-1,4-hexanediol 
• 91285-62-0 (S)-1-(benzyloxy)-3-hydroxyhex-5-ene 
• 159424-44-9 (R)-4-O-benzyl-1,2-O-ditosyl-butane-1,2,4-triol 
• 185155-50-4 (S)-(+)-1-benzyloxy-3-hexadecyl acetate 
• 185155-49-1 (S)-(-)-1-benzyloxy-3-hexadecanol 
• 132980-14-4 (R)-4-Benzyloxy-2-chloro-butan-1-ol 
• 132980-10-0 (R)-4-Benzyloxy-1-chloro-butan-2-ol 
• 115114-87-9 (2R)-2-(2-benzyloxyethyl)oxirane 
• 5754-34-7 2-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 
• 69985-32-6 (R)-4-phenylmethoxy-1,2-butanediol 

Relevant articles and documents

Intramolecular thermal stepwise [2 + 2] cycloadditions: Investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones

Fused cyclobutanes are found in a range of natural products and formation of these motifs in a straightforward and easy manner represents an interesting synthetic challenge. To this end we investigated an intramolecular variant of the thermal enamine [2 + 2] cyclisation, developing a diastereoselective intramolecular enamine [2 + 2] cyclisation furnishing δ lactone and lactam fused cyclobutenes in good yield and excellent diastereoselectivity.

Rational synthesis of contra-thermodynamic spiroacetals by reductive cyclizations

A synthesis of spiroacetals was developed using a reductive cyclization strategy that leads stereoselectively to spiroacetals with a single anomeric stabilization. The method begins with the synthesis of spiro ortho esters. The ortho ester is converted to a cyano acetal. Reductive lithiation of the cyano acetal generates an axial dialkoxylithium reagent, and intramolecular cyclization produces a new ring with retention of configuration. The strategy is convergent and produces complex spiro acetals in only a few steps. The method will be useful in the synthesis of natural products and will facilitate the synthesis of previously inaccessible contra-thermodynamic acetals. Copyright

A Difference CD Method for Determining Absolute Stereochemistry of Acyclic 1,2,4-Triols

A general method based on difference circular dichroic (DIF CD) spectroscopy for assigning the absolute configuration of 1,2,4-triol is presented.Four possible stereoisomers of 6-heptene-1,2,4-triol were prepared and served as models to develop the procedure.The sign of the DIF CD Cotton effect is correlated to the absolute configuration of the C2 position.