154083-18-8

Basic information

• Product Name: 3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid
• Synonyms: 3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid
• CAS NO: 154083-18-8
• Molecular Weight: 382.648
• Mol File: 154083-18-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid(154083-18-8)
• EPA Substance Registry System: 3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid(154083-18-8)

Safety Data

• Hazardous Substances Data: 154083-18-8(Hazardous Substances Data)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 99815-16-4 3,4-bis(tert-butyldimethylsilanyloxy)benzaldehyde 

Downstream Products

• 141818-63-5 3,4-bis(tert-butyldimethylsiloxy)benzoyl chloride 
• 1426125-85-0 (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-dihydroxybenzoate 
• 1426125-87-2 (R)-1-((2R,3R)-2-acetoxy-1-(methylthio)-4-oxoazetidin-3-yl)ethyl 3,4-bis[(tert-butyldimethylsilyl)oxy]benzoate 
• 74514-47-9 5-deoxyquercetagetin 
• 1068580-97-1 C₄₆H₇₂O₉Si₄ 
• 1068580-98-2 C₄₆H₇₀O₈Si₄ 
• 1068580-99-3 C₃₉H₆₆O₇Si₄ 
• 1453904-56-7 3,4-dihydroxy-N-(4-hydroxyphenyl)benzamide 
• 1222810-61-8 3,4-dihydroxy-N-(4-hydroxyphenyl)benzamide 

Relevant articles and documents

Dendrimers with the protocatechuic acid building block for anticancer drug delivery

Protocatechuic acid (3,4-dihydroxybenzoic acid; PCA) is a well-known antioxidant compound and a potential antitumor drug that is commonly found in fruits and vegetables. This article describes the development of novel biodegradable dendrimers that contain

Expedient Synthesis of Alphitolic Acid and Its Naturally Occurring 2- O-Ester Derivatives

The expedient synthesis of alphitolic acid (1) as well as its natural C-3-epimer and 2-O-ester derivatives was accomplished in a few steps from the readily commercially available betulin (9). A Rubottom oxidation delivered an α-hydroxy group in a stereo- and chemoselective manner. The diastereoselective reduction of the α-hydroxy ketone was key to accessing the 1,2-diol moiety of this class of natural products. Our concise and stereoselective synthetic protocol allowed the gram-scale synthesis of these natural products, which will facilitate future biological evaluations.

Semi-synthesis and Structure–Activity Relationship of Neuritogenic Oleanene Derivatives

(3S,4R)-23,28-Dihydroxyolean-12-en-3-yl (2E)-3-(3,4-dihydroxyphenyl)acrylate (1 a), which possesses significant neuritogenic activity, was isolated from the traditional Chinese medicine (TCM) plant, Desmodium sambuense. To confirm the structure and to assess biological activity, we semi-synthesized 1 a from commercially available oleanolic acid. A series of novel 1 a derivatives was then designed and synthesized for a structure–activity relationship (SAR) study. All synthetic derivatives were characterized by analysis of spectral data, and their neuritogenic activities were evaluated in assays with PC12 cells. The SAR results indicate that the number and position of the hydroxy groups on the phenyl ring and the triterpene moiety, as well as the length of the (saturated or unsaturated) alkyl chain that links the phenyl ring with the triterpene critically influence neuritogenic activity. Among all the tested compounds, 1 e [(3S,4R)-23,28-dihydroxyolean-12-en-3-yl (2E)-3-(3,4,5-trihydroxyphenyl)acrylate] was found to be the most potent, inducing significant neurite outgrowth at 1 μm.