653565-47-0

Basic information

• Product Name: methyl 3-((2′R,4′S,5′R)-5′-hydroxy-2′-phenyl-1′,3′-dioxan-4′-yl)acrylate
• Synonyms: methyl 3-((2′R,4′S,5′R)-5′-hydroxy-2′-phenyl-1′,3′-dioxan-4′-yl)acrylate
• CAS NO: 653565-47-0
• Molecular Weight: 264.278
• Mol File: 653565-47-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 3-((2′R,4′S,5′R)-5′-hydroxy-2′-phenyl-1′,3′-dioxan-4′-yl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-((2′R,4′S,5′R)-5′-hydroxy-2′-phenyl-1′,3′-dioxan-4′-yl)acrylate(653565-47-0)
• EPA Substance Registry System: methyl 3-((2′R,4′S,5′R)-5′-hydroxy-2′-phenyl-1′,3′-dioxan-4′-yl)acrylate(653565-47-0)

Safety Data

• Hazardous Substances Data: 653565-47-0(Hazardous Substances Data)

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 81577-69-7 [2R,4R,5R]-5-hydroxy-2-phenyl-[1,3]dioxane-4-carbaldehyde 
• 5927-18-4 trimethyl phosphonoacetate 

Downstream Products

• 653565-49-2 (2E,2'R,4'S,5'R) methyl 3-[5'-acetyloxy-2'-phenyl-1',3'-dioxan-4'-yl]-2-propenoate 

Relevant articles and documents

Total Facial Discrimination of 1,3-Dipolar Cycloadditions in a d -Erythrose 1,3-Dioxane Template: Computational Studies of a Concerted Mechanism

A new d-erythrose 1,3-dioxane derivative was synthesized from d-glucose and found to be a highly stereoselective template as a dipolarophile. Different 1,3-dipoles of allenyl-type were employed, giving different regioselectivities, depending on its nature; the regioselectivity is complete with alkyl azides and phenyldiazomethane, but is inexistence with nitrile oxides. Computational studies were performed to understand the mechanisms of cycloadditions. All the studied cycloadditions were found to be concerted involving small free activation energies and are all exoenergonic. The stereoselectivity is due to a combined result of the steric effect H-8a and the hyperconjugative effect of the?C-O to the incoming 1,3-dipole. The regioselectivity observed in alkyl azides and phenyldiazomethane is mostly dependent on the distortion effect during the cycloaddition process. This distortion effect is however higher in the alkyl azide compounds than in phenyldiazomethane.

New Ketone Synthesis via β-Hydroxy o-Nitrophenyl Selenoxides; a One-step Synthesis of Deoxy-keto Sugars

β-Hydroxy o-nitrophenyl selenides and their O-alkyl or O-acyl derivatives were prepared and converted into ketones or the corresponding enol derivatives in satisfactory yields; these reactions were applied to the synthesis of sugar derivatives.