33240-22-1

Upstream product

• 141-97-9 ethyl acetoacetate 
• 536-90-3 m-Anisidine 

Downstream Products

• 870654-48-1 3-(3-methoxyphenylamino)butyric acid ethyl ester 
• 5165-49-1 5-hydroxy-1-(3-methoxy-phenyl)-2-methyl-indole-3-carboxylic acid ethyl ester 
• 86210-91-5 ethyl 7-methoxy-2-methylquinoline-3-carboxylate 
• 19490-87-0 7-methoxy-2-methylquinoline 
• 165112-03-8 7-hydroxy-2-methylquinoline 
• 854674-83-2 (2-acetylamino-4-methoxy-phenyl)-glyoxylic acid 
• 75896-68-3 4-chloro-7-methoxy-2-methylquinoline 
• 907998-93-0 5-benzyl-7-methoxy-1-(4-methoxyphenyl)-4-methyl-4,5-dihydro-1H-pyrazolo[4,3-c]quinoline 
• 907998-88-3 1-benzyl-7-methoxy-2-methyl-2,3-dihydro-1H-quinolin-4-one 
• 907999-12-6 7-methoxy-2-(4-methoxyphenyl)-3,4-dimethyl-2H-pyrazolo[4,3-c]quinoline 
• 907999-09-1 5-benzyl-7-methoxy-2-(4-methoxyphenyl)-3,4-dimethyl-4,5-dihydro-2H-pyrazolo[4,3-c]quinoline 
• 907999-05-7 3-acetyl-1-benzyl-7-methoxy-2,3-dihydro-1H-quinolin-4-one 
• 907998-99-6 7-methoxy-1-(4-methoxyphenyl)-4-methyl-1H-pyrazolo[4,3-c]quinoline 
• 103624-90-4 7-methoxy-2-methylquinolin-4-ol 

Relevant academic research and scientific papers

Synthesis of (-)-Melodinine K: A Case Study of Efficiency in Natural Product Synthesis

Efficiency is a key organizing principle in modern natural product synthesis. Practical criteria include time, cost, and effort expended to synthesize the target, which tracks with step-count and scale. The execution of a natural product synthesis, that is, the sum and identity of each reaction employed therein, falls along a continuum of chemical (abiotic) synthesis on one extreme, followed by the hybrid chemoenzymatic approach, and ultimately biological (biosynthesis) on the other, acknowledging the first synthesis belongs to Nature. Starting materials also span a continuum of structural complexity approaching the target with constituent elements on one extreme, followed by petroleum-derived and "chiral pool"building blocks, and complex natural products (i.e., semisynthesis) on the other. Herein, we detail our approach toward realizing the first synthesis of (-)-melodinine K, a complex bis-indole alkaloid. The total syntheses of monomers (-)-tabersonine and (-)-16-methoxytabersonine employing our domino Michael/Mannich annulation is described. Isolation of (-)-tabersonine from Voacanga africana and strategic biotransformation with tabersonine 16-hydroxylase for site-specific C-H oxidation enabled a scalable route. The Polonovski-Potier reaction was employed in biomimetic fragment coupling. Subsequent manipulations delivered the target. We conclude with a discussion of efficiency in natural products synthesis and how chemical and biological technologies define the synthetic frontier.

Synthesis of novel conformationally constrained pyrazolo[4,3-c]quinoline derivatives as potential ligands for the estrogen receptor

The preparation of three novel classes of pyrazolo[4,3-c]quinoline derivatives is reported. The easily accessible 2,3-dihydro-1H-quinolin-4-ones were used as the starting materials and were functionalized with three different acylating agents affording th

Synthesis and biological screening of some new novel indole derivatives

Synthesis of some novel indole derivatives has been undertaken by the reaction of 1,4-benzoquinone with ethyl-β-(arylamino)-crotonates in the presence/absence of nitrogen atmosphere. The products 1a-o have been screened for their antimicrobial activity an

Efficient rhodium-catalyzed asymmetric hydrogenation for the synthesis of a new class of N-aryl β-amino acid derivatives

(Chemical Equation Presented) N-Aryl β-amino esters were obtained by asymmetric hydrogenation of a new class of N-aryl β-enamino esters. High conversions and up to 96.3% ee values were achieved with a Rh-TangPhos catalyst.

A novel class of orally active non-peptide bradykinin B2 receptor antagonists. 3. Discovering bioisosteres of the imidazo[1,2-a]pyridine moiety

Recently we reported on overcoming the species difference of our first orally active non-peptide bradykinin (BK) B2 receptor antagonists, incorporating an 8-[[3-(N-acylglycyl-N-methylamino)-2,6-dichlorobenzyl]oxy]- 3-halo-2-methylimidazo[1,2-α]

SYNTHESIS OF SUBSTITUTED QUINOLINES BY REACTION OF THE VILSMEIER REAGENT WITH ANILINOBUTENOATES

The synthesis of substituted quinolines by the reaction of the Vilsmeier reagent prepared from phosphorus oxychloride and dimethylformamide with anilinobutenoates is reported.A plausible mechanism for the formation of the quinolines is suggested.