2999-37-3

Usage

Derivation

Derived from the guaiacol molecule

Usage

Commonly used as a flavoring agent in food and beverages due to its sweet, vanilla-like aroma

Production

Utilized in the production of vanilla extracts and synthetic vanilla flavorings

Applications

Has applications in the fragrance industry, as well as in the synthesis of pharmaceuticals and other organic compounds

Importance

Unique properties and versatile uses make it an important chemical in various industries.

Upstream product

• 62995-12-4 1-(2-hydroxy-4,6-dimethoxyphenyl)but-2-en-1-one 
• 500-99-2 3,5-dimethoxyphenol 
• 109-74-0 propyl cyanide 
• 76569-40-9 1-(2,4,6-trimethoxyphenyl)-1-butanone 
• 2437-62-9 1-(2,4,6-trihydroxyphenyl)butan-1-one 
• 77-78-1 dimethyl sulfate 
• 108-73-6 3,5-dihydroxyphenol 
• 621-23-8 1,2,3-trimethoxybenzene 
• 1203549-54-5 3,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 107-92-6 butyric acid 
• 80-48-8 methyl p-toluene sulfonate 
• 326854-40-4 1-(2,4-dimethoxy-6-triisopropylsilanyloxy-phenyl)-butan-1-one 

Downstream Products

• 66346-55-2 5,7-dimethoxy-4-propyl-2H-1-benzopyran-2-one 
• 326854-41-5 1-(2-hydroxy-4-methoxy-6-triisopropylsilanyloxy-phenyl)-butan-1-one 
• 326854-40-4 1-(2,4-dimethoxy-6-triisopropylsilanyloxy-phenyl)-butan-1-one 
• 531502-71-3 8-butyl-5,7-dimethoxy-2-(3',4',5'-trimethoxyphenyl)-4H-chromen-4-one 
• 531502-62-2 1-(3-butyl-2-hydroxy-4,6-dimethoxy-phenyl)-ethanone 

Relevant academic research and scientific papers

Solvent effects on stereoselectivity in 2,3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition

Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o-tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2,3-dimethyl-4-chromano

Design, synthesis and biological evaluation of chalcones as reversers of P-glycoprotein-mediated multidrug resistance

Overexpression of P-glycoprotein (P-gp) is one of the major causes for multidrug resistance (MDR), which has become a major obstacle in cancer therapy. One hopeful approach to reverse the MDR is to develop inhibitors of P-gp in expression and/or function. Here, we designed and synthesized a series of chalcone derivatives as P-gp inhibitors and evaluated their potential reversal activities against MDR. Among them, the most active compound MY3 had little intrinsic cytotoxicity and showed the highest activity (RF = 50.19) in reversing DOX resistance in MCF-7/DOX cells. Further studies demonstrated that MY3 could increase intracellular accumulation of DOX and inhibit expression of P-gp at mRNA and protein levels. More importantly, MY3 significantly enhanced the efficacy of DOX against the tumor xenografts bearing MCF-7/DOX cells with the precondition of unchanged body weight. Therefore, MY3 might represent a promising lead to develop MDR reversal agents for cancer chemotherapy.

Intermolecular C-O addition of carboxylic acids to arynes: Synthesis of o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones

An efficient and simple route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed utilizing readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl tr

Synthesis of novel flavonoid derivatives as potential HIV-integrase inhibitors

Eighteen novel flavonoid derivatives - substituted chalcones and flavones were synthesized and characterized by using NMR, IR, UV/Vis spectroscopy and elemental analysis. The target compounds were achieved by using a sequence of simple and effective reactions starting from phloroglucinol. The initial hydroxyl groups were protected by methylation and in the final flavones the 5-OH group was selectively demethylated by means of AlBr3. 5-methoxy flavones exhibit a strong fluorescence, which was quenched after the removal of the methyl group.

Enantioselective total synthesis of anti HIV-1 active (+)-calanolide A through a quinine-catalyzed asymmetric intramolecular oxo-Michael addition

Enantioselective total synthesis of anti HIV-1 active (+)-calanolide A was achieved by a quinine-catalyzed asymmetric intramolecular oxo-Michael addition as a key step. (C) 2000 Elsevier Science Ltd.