105427-90-5

Basic information

• Product Name: Benzoic acid, 3-bromo-5-chloro-6-methyl-2,4-bis[[2-(trimethylsilyl)ethoxy]methoxy]-, methyl ester
• CAS NO: 105427-90-5
• Molecular Formula: C21H36BrClO6Si2
• Molecular Weight: 556.041
• Mol File: 105427-90-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 3-bromo-5-chloro-6-methyl-2,4-bis[[2-(trimethylsilyl)ethoxy]methoxy]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 3-bromo-5-chloro-6-methyl-2,4-bis[[2-(trimethylsilyl)ethoxy]methoxy]-, methyl ester(105427-90-5)
• EPA Substance Registry System: Benzoic acid, 3-bromo-5-chloro-6-methyl-2,4-bis[[2-(trimethylsilyl)ethoxy]methoxy]-, methyl ester(105427-90-5)

Safety Data

• Hazardous Substances Data: 105427-90-5(Hazardous Substances Data)

Upstream product

• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 105427-88-1 methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate 
• 58106-55-1 2,4-dihydroxy-3-bromo-6-methyl-benzoic acid methyl ester 

Downstream Products

• 105427-92-7 3-Chloro-5-((E)-3,7-dimethyl-octa-2,6-dienyl)-2-methyl-4,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzoic acid methyl ester 
• 43043-16-9 (S)-colletochlorin A 
• 105450-81-5 3-Chloro-5-((E)-3,7-dimethyl-octa-2,6-dienyl)-2-methyl-4,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-benzaldehyde 
• 157826-53-4 [3-Chloro-5-((E)-3,7-dimethyl-octa-2,6-dienyl)-2-methyl-4,6-bis-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-methanol 
• 83324-48-5 3-chloro-5-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-methylbenzaldehyde 
• 109625-60-7 3-chloro-2-methyl-5-<(E,E)-3-methyl-7-(tetrahydro-5,5-dimethyl-4-oxofuran-2-yl)octa-2,6-dienyl>-4,6-bis<2-(trimethylsilyl)ethoxymethoxy>benzaldehyde 
• 86832-77-1 dl-5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,6E)-3-methyl-7-(3,3-dimethyl-4-oxo-2-oxacyclopentyl)-2,6-octadienyl]benzaldehyde 
• 113899-02-8 methyl 3-chloro-5-<(E,E)-7-(2,5-dihydro-5,5-dimethyl-4-pivaloyloxyfuran-2-yl)-3-methylocta-2,6-dienyl>-2-methyl-4,6-bis<2-(trimethylsilyl)ethoxymethoxy>benzoate 
• 105427-88-1 methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate 

Relevant articles and documents

Asymmetric synthesis and structure-activity studies of the fungal metabolites colletorin A, colletochlorin A and their halogenates analogues

The first asymmetric total synthesis of both enantiomers of the natural products colletorin A and colletochlorin A is presented. The proposed methodology is based on the coupling reaction between highly substituted aromatic Gilman cuprates and optically active allyl bromides, in turn obtained by Sharpless asymmetric dihydroxylation. The latter ensured a high degree of regio- and stereocontrol in the enantioselective step of the synthesis. The same synthetic strategy has been also applied for the preparation of differently halogenated synthetic analogues of colletochlorin A in high enantiomeric purity. The enantioselective synthesis of colletorin A and colletochlorin A allows to reliably assign their absolute configuration. Preliminary assessment of their herbicidal and insecticidal properties evidence the possibility to modulate the bioactivity of these compounds, highlighting its dependence on both the absolute stereochemistry and the halogen nature.

A GENERAL HIGHLY EFFICIENT ACCESS TO PRENYLATED PHENOLIC NATURAL PRODUCTS. SYNTHESIS OF COLLETOCHLORINS B AND D

A general approach is reported for the synthesis of phenolic natural products having terpenoid side chains: (1) construction of the requisite bromophenol ethers, (2) coupling the aromatic ring with a terpenoid chain through copper(I) ate complex, and (3)