86969-12-2

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 141-97-9 ethyl acetoacetate 
• 98-88-4 benzoyl chloride 
• 89186-81-2 1-ethoxy-1,3-bis[(trimethylsilyl)oxy]buta-1,3-diene 
• 110014-14-7 ethyl 5-chloro-2-(ethoxycarbonyl)-3-oxo-5-phenylpent-4-enoate 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 614-16-4 Benzoylacetonitrile 
• 105-36-2 ethyl bromoacetate 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 10413-00-0 5-oxo-5-phenylpentanenitrile 
• 114957-73-2 5-Cyano-6-methyl-2-(2-oxo-2-phenyl-ethyl)-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester 
• 114978-18-6 (2Z,3α,4β)-(+/-)-diethyl 1,2,3,4-tetrahydro-6-methyl-2-(2-oxo-2-phenylethylidene)-4-<2-(trifluoromethyl)phenyl>-3,5-pyridinedicarboxylate 
• 114957-66-3 (3S,4R)-5-Oxo-2-[2-oxo-2-phenyl-eth-(Z)-ylidene]-4-(2-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinoline-3-carboxylic acid ethyl ester 
• 114957-70-9 (3S,4R)-6-Methyl-2-[2-oxo-2-phenyl-eth-(Z)-ylidene]-4-phenyl-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 114957-77-6 2-Acetyl-3-phenyl-4-(5-phenyl-isoxazol-3-yl)-pentanedioic acid diethyl ester 
• 114957-76-5 diethyl 2-acetyl-4-(5-phenyl-3-isoxazolyl)-3-<2-(trifluoromethyl)phenyl>pentanedioate 
• 3466-80-6 2-phenylpiperidine 
• 114957-72-1 (3S,4R)-6-Methyl-4-(2-nitro-phenyl)-2-[2-oxo-2-phenyl-eth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 114957-71-0 (3S,4S)-4-(2,3-Dichloro-phenyl)-6-methyl-2-[2-oxo-2-phenyl-eth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 3929-70-2 ethyl 5-phenyl-3-isoxazoleacetate 
• 5526-43-2 5-phenyl-3,5-dioxo-1-pentanoic acid 
• 5526-38-5 4-hydroxy-6-phenyl-2H-pyran-2-one 

Relevant academic research and scientific papers

Variations on the Blaise Reaction: Synthesis of 3,5-Dioxopentanoates and 3-Amino-5-oxopent-3-enoates

We have achieved a facile and convenient synthesis of a variety of 3,5-dioxopentanoates (3,5-diketo esters) and 3-amino-5-oxopent-3-enoates by a zinc-mediated condensation of readily available 3-oxopropanenitriles (α-cyano ketones) with ethyl bromoacetate. The reaction is a variation on the classical Blaise reaction, tuned to the synthesis of trifunctional compounds having 3,5-diketo ester or 3-enamino 5-keto ester functional groups. Our studies revealed that the Blaise reaction on the nitrile occurs in preference to the Reformatsky reaction on the neighboring ketone when the two functional groups are in a geminal relationship, as found in α-cyano ketones, possibly due to zinc complexation leading to increased electrophilicity of the nitrile.

Antitumor agents 270. Novel substituted 6-phenyl-4H-furo[3,2-c]pyran-4-one derivatives as potent and highly selective anti-breast cancer agents

6-Phenyl-4H-furo[3,2-c]pyran-4-one derivatives based on neo-tashinlactone (1) were synthesized and evaluated as novel anti-breast cancer agents. Compounds 10-13, 23, 25, and 27 showed potent inhibition against the SK-BR-3 breast cancer cell line. Importantly, 25 and 27 showed the highest cancer cell line selectivity, being approximately 100-250-fold more potent against SK-BR-3 (ED50 0.28 and 0.44 μM, respectively) compared with other cancer cell lines tested. In addition, 25 displayed low cytotoxicity against normal breast cell lines 184A1 and MCF10A. Compounds 25 and 27 merit further investigation in our continuing program to generate and develop selective anti-breast cancer agents.

Synthesis of 1,3,5-tricarbonyl derivatives by condensation of 1,3-bis(silyl enol ethers) with acid chlorides

A variety of 1,3,5-tricarbonyl derivatives were prepared by reaction of 1,3-bis(silyl enol ethers) with acid chlorides under mild conditions. This includes reactions of both aromatic and aliphatic acid chlorides and bis(acid chlorides). The yields vary de

Ramoplanin derivatives possessing antibacterial activity

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

Pyran-2-ones and 5,6-dihydropyran-2-ones useful for treating hyperplasia and other diseases

Certain 2H-pyran-2-ones are useful for treating benign prostatic hypertrophy or hyperplasia, prostatic cancer, alopecia, hirsutism, acne vulgaris and seborrhea.

Synthesis and UV studies of a small library of 6-aryl-4-hydroxy-2- pyrones. A relevant structural feature for the inhibitory property of arisugacin against acetylcholinesterase

4-Hydroxypyrones belong to an important class of compounds not only because of their medicinal significance, but also because they represent a common structural feature among natural products that are biologically relevant. We describe here preparations of a small library of 6-aryl-4- hydroxy-pyrones which represent structural analogs of the DE-ring of arisugacin, a potent and selective inhibitor against acetylcholinesterase. Given the structural significance of the DE-ring in the inhibitory activity of arisugacin, chemical shifts of relevant protons on the pyrone ring are compared, and distinct features in UV absorptions of these 6-aryl-4-hydroxy- pyrones are described.