255826-36-9

Basic information

• Product Name: Benzaldehyde, 3-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-
• CAS NO: 255826-36-9
• Molecular Formula: C14H21BrO3Si
• Molecular Weight: 345.308
• Mol File: 255826-36-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 3-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 3-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-(255826-36-9)
• EPA Substance Registry System: Benzaldehyde, 3-bromo-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-(255826-36-9)

Safety Data

• Hazardous Substances Data: 255826-36-9(Hazardous Substances Data)

Upstream product

• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1470111-33-1 C₃₆H₃₇BrO₁₀ 
• 1470111-25-1 C₄₂H₅₁BrO₁₀Si 
• 1415961-81-7 2-bromo-6-methoxy-4-(methoxymethoxy)phenyl trifluoromethanesulfonate 
• 1415961-80-6 2-bromo-6-methoxy-4-(methoxymethoxy)phenol 
• 1415961-79-3 [2-bromo-6-methoxy-4-(methoxymethoxy)phenoxy](tert-butyl)dimethylsilane 
• 255826-41-6 4-Benzyloxy-2-bromo-6-methoxyphenyl toluene-p-sulfonate 
• 255826-45-0 7-benzyloxy-4,5-dimethoxynaphthalen-1-yl acetate 
• 255826-39-2 5-Benzyloxy-1-bromo-2-(tert-butyldimethylsilyloxy)-5-methoxybenzene 
• 255826-38-1 3-bromo-4-{[(tert-butyl)(dimethyl)silyl]oxy}-5-methoxyphenol 
• 255826-40-5 4-Benzyloxy-2-bromo-6-methoxyphenol 
• 184110-34-7 7-benzyloxy-4,5-dimethoxynaphthalen-1-ol 
• 255826-37-0 formic acid 4-(tert-butyldimethylsilanyloxy)-3-bromo-5-methoxyphenyl ester 

Relevant articles and documents

Synthesis and structure revision of goupiolone A: A benzotropolone natural product

Goupiolone A, a benzotropolone natural product, has been synthesized by assembling a benzocyclobutene derivative and a silyl-substituted cyclopropane unit, followed by thermal ring enlargement. The synthetic sample did not correspond to the reported data. On the basis of biogenetic considerations, an alternative structure with a catechol moiety was proposed, and the synthesis established it as the correct structure.

Discovery and evaluation of the hybrid of bromophenol and saccharide as potent and selective protein tyrosine phosphatase 1B inhibitors

Protein tyrosine phosphatase 1B (PTP1B) is a key negative regulator of insulin signaling pathway. Inhibition of PTP1B is expected to improve insulin action. Appropriate selectivity and permeability are the gold standard for excellent PTP1B inhibitors. In this work, molecular hybridization-based screening identified a selective competitive PTP1B inhibitor. Compound 10a has IC50 values of 199?nM against PTP1B, and shows 32-fold selectivity for PTP1B over the closely related phosphatase TCPTP. Molecule docking and molecular dynamics studies reveal the reason of selectivity for PTP1B over TCPTP. Moreover, the cell permeability and cellular activity of compound 10a are demonstrated respectively.

Complementary diastereoselectivity in the intermolecular addition of titanium and magnesium naphtholates to asymmetric lactaldehydes

Addition of 7-benzyloxy-4,5-dimethoxy-1-naphthol 3 as its triisopropoxytitanium naphtholate to (2R, 1′R or S)-2-(1′-ethoxyethoxy)propanal 4 afforded solely (15, 2R, 1″R or S)-1-(7′-benzyloxy-4′,5′-dimethoxy-1′-hydroxy-2′- naphthyl)-2-(1″-ethoxyethoxy)propan-l-ol 5, being the erythro product arising from anti addition. Complementary reaction of the naphthol 3 as its bromomagnesium naphtholate with aldehyde 4 gave rise solely to the alternative (1R, 2R, 1″R or S) diastereomer 6. The naphthol 3 was prepared through the completely regioselective addition of 2-methoxyfuran 9 to 5-benzyloxy-3-methoxydehydrobenzene 8. This differentially protected bisalkoxybenzyne was conveniently prepared from vanillin. The Royal Society of Chemistry 1999.