347840-65-7

Basic information

• Product Name: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol
• Synonyms: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol
• CAS NO: 347840-65-7
• Molecular Weight: 347.324
• Mol File: 347840-65-7.mol

Chemical Properties

• CAS DataBase Reference: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol(347840-65-7)
• EPA Substance Registry System: 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzene-methanol(347840-65-7)

Safety Data

• Hazardous Substances Data: 347840-65-7(Hazardous Substances Data)

Upstream product

• 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 
• 347840-53-3 2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxybenzaldehyde 

Downstream Products

• 347840-54-4 2-bromo-3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-methoxyphenol 
• 311312-50-2 [[2-bromo-6-methoxy-3-(2-propenyloxy)phenyl]methoxy](1,1-dimethylethyl)diphenylsilane 
• 311312-51-3 2-bromo-3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4,4-dimethoxy-6-(2-propenyl)-2,5-cyclohexadien-1-one 
• 311312-52-4 8-bromo-7-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-10-(2-propenyl)-1,5-dioxospiro[5,5]undeca-7,10-dien-9-one 
• 347840-58-8 (2S,4S)-8-Bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-2,4-dimethyl-10-(3-methyl-but-2-enyl)-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one 
• 347840-57-7 2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone 
• 347840-55-5 2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6-(3-methyl-but-2-enyl)-phenol 
• 347840-56-6 [2-bromo-6-methoxy-3-(3-methyl-but-2-enyloxy)-benzyloxy]-tert-butyl-diphenyl-silane 
• 532393-21-8 (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 
• 532393-10-5 8-bromo-7-(tert-butyl-diphenyl-silanyloxymethyl)-10-(2-hydroxy-ethyl)-1,5-dioxa-spiro[5.5]undeca-7,10-dien-9-one 
• 532393-18-3 [10-bromo-11-(tert-butyl-diphenyl-silanyloxymethyl)-9-oxo-1,5-dioxa-spiro[5.5]undeca-7,10-dien-8-yl]-acetaldehyde 
• 347840-66-8 [[2-bromo-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methoxyphenyl]methoxy](1,1-dimethylethyl)diphenylsilane 

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.

Exploring Chemical Diversity of Epoxyquinoid Natural Products: Synthesis and Biological Activity of (-)-Jesterone and Related Molecules

(matrix presented) Enantioselective syntheses of the potent antifungal agent (-)-jesterone, its hydroxy epimer, and a dimeric quinone epoxide derivative are reported. The synthesis involves diastereoselective epoxidation of a chiral quinone monoketal deri