532393-21-8

Basic information

• Product Name: (2R,4R)-10-Allyl-8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one
• Synonyms: (2R,4R)-10-Allyl-8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one
• CAS NO: 532393-21-8
• Molecular Weight: 581.622
• Mol File: 532393-21-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,4R)-10-Allyl-8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-10-Allyl-8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one(532393-21-8)
• EPA Substance Registry System: (2R,4R)-10-Allyl-8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one(532393-21-8)

Safety Data

• Hazardous Substances Data: 532393-21-8(Hazardous Substances Data)

Upstream product

• 311312-50-2 [[2-bromo-6-methoxy-3-(2-propenyloxy)phenyl]methoxy](1,1-dimethylethyl)diphenylsilane 
• 311312-60-4 2-(2'-bromo-3',6'-dimethoxyphenyl)-1,3-dioxane 
• 311312-62-6 2-bromo-6-methoxy-3-(2-propenyloxy)benzenemethanol 
• 311312-61-5 2-bromo-6-methoxy-3-(2-propenyloxy)benzaldehyde 
• 141058-36-8 2-(2',5'-dimethoxyphenyl)-1,3-dioxane 
• 311312-49-9 2-bromo-3-hydroxy-6-methoxybenzaldehyde 
• 347840-66-8 [[2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxyphenyl]methoxy](1,1-dimethylethyl)diphenylsilane 
• 347840-54-4 2-bromo-3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-methoxyphenol 
• 347840-65-7 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol 
• 347840-53-3 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde 
• 347840-64-6 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-hydroxybenzaldehyde 
• 241127-72-0 2-bromo-3,6-dihydroxy-benzaldehyde 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 85432-87-7 2-bromo-3,6-dimethoxybenzaldehyde 

Downstream Products

• 532393-13-8 C₃₁H₃₇BrO₅Si 
• 532393-22-9 C₄₄H₆₀O₇Si 
• 532393-14-9 C₃₇H₄₇BrO₇Si 

Relevant articles and documents

Total synthesis of the quinone epoxide dimer (+)-torreyanic acid: Application of a biomimetic oxidation/electrocyclization/Diels-Alder dimerization cascade

An asymmetric synthesis of the quinone epoxide dimer (+)-torreyanic acid (48) has been accomplished employing [4 + 2] dimerization of diastereomeric 2H-pyran monomers. Synthesis of the related monomeric natural product (+)-ambuic acid (2) has also been achieved which establishes the biosynthetic relationship between these two natural products. A tartrate-mediated nucleophilic epoxidation involving hydroxyl group direction facilitated the asymmetric synthesis of a key chiral quinone monoepoxide intermediate. Thermolysis experiments have also been conducted on a model dimer based on the torreyanic acid core structure and facile retro Diels-Alder reaction processes and equilibration of diastereomeric 2H-pyrans have been observed. Theoretical calculations of Diels-Alder transition states have been performed to evaluate alternative transition states for Diels-Alder dimerization of 2H-pyran quinone epoxide monomers and provide insight into the stereocontrol elements for these reactions.