441068-94-6

Basic information

• Product Name: 2-tert-butyldimethylsiloxy-5-methoxyphenyl carboxaldehyde
• Synonyms: 2-tert-butyldimethylsiloxy-5-methoxyphenyl carboxaldehyde
• CAS NO: 441068-94-6
• Molecular Weight: 266.412
• Mol File: 441068-94-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-tert-butyldimethylsiloxy-5-methoxyphenyl carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-butyldimethylsiloxy-5-methoxyphenyl carboxaldehyde(441068-94-6)
• EPA Substance Registry System: 2-tert-butyldimethylsiloxy-5-methoxyphenyl carboxaldehyde(441068-94-6)

Safety Data

• Hazardous Substances Data: 441068-94-6(Hazardous Substances Data)

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1027907-78-3 [2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-phenyl]-(3,4,5-trimethoxy-phenyl)-methanol 
• 736985-95-8 (2-((tert-butyldimethylsilyl)oxy)-5-methoxyphenyl)methanol 
• 1357910-33-8 C₁₈H₃₁NO₃Si₂ 
• 1373233-78-3 2-(2-hydroxy-5-methoxybenzyl)benzofuran-3(2H)-one 

Relevant articles and documents

Enantioselective Construction of Spiro[chroman-thiazolones]: Bifunctional Phosphonium Salt-Catalyzed [2+4] Annulation between 5-Alkenyl Thiazolones and ortho-Hydroxyphenyl-Substituted para-Quinone Methides

The enantioselective formal [2+4] annulation of 5-alkenyl thiazolones with hydroxyl-substituted para-quinone methides was disclosed by dipeptide-based phosphonium salt catalysts. A wide range of functionalized spiro-chroman-thiazolone molecules bearing three contiguous 3° and/or 4° stereocenters were readily constructed in high yields with excellent stereoselectivities (>20:1 dr and up to >99.9% ee) under low catalyst loading and mild reaction conditions. The practicality and utility of this protocol were demonstrated by the scaled-up preparation and elaborations of product. (Figure presented.).

Bifunctional Phosphonium Salt Directed Enantioselective Formal [4 + 1] Annulation of Hydroxyl-Substituted para-Quinone Methides with α-Halogenated Ketones

A highly diastereo- and enantioselective [4 + 1] cycloaddition of para-quinone methides to α-halogenated ketones was realized by bifunctional phosphonium salt catalysis, furnishing functionalized 2,3-dihydrobenzofurans in high yields and excellent stereoselectivities (>20:1 dr and up to >99.9% ee). Mechanistic observations suggested that the reaction underwent a cascade intermolecular substitution/intramolecular 1,6-addition process. DFT calculations revealed the presence of multiple H-bonding interactions between the catalyst and the enolate intermediate in the stereodetermining transition states.

Synthesis of phosphatidylinositol 3-kinase (PI3K) inhibitory analogues of the sponge meroterpenoid liphagal

Analogues of the sponge meroterpenoid liphagal (1) have been synthesized and evaluated for inhibition of PI3Kα and PI3Kα as part of a program aimed at developing new isoform-selective PI3K inhibitors. One of the analogues, compound 24, with IC50/sub