27773-03-1

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 107-21-1 ethylene glycol 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 

Downstream Products

• 74949-66-9 (2-phenyl-[1,3]dioxolan-2-yl)-acetic acid hydrazide 
• 85892-91-7 2-(2-phenyl-1,3-dioxolan-2-yl)acetic acid 
• 175650-75-6 1-(2-Phenyl-[1,3]dioxolan-2-yl)-3-((R)-toluene-4-sulfinyl)-propan-2-one 
• 169262-39-9 2-phenyl-2-(2-tosyloxyethyl)-1,3-dioxolane 
• 10229-22-8 N-benzyl-3-oxo-3-phenylpropionamide 

Relevant academic research and scientific papers

Design, Synthesis, and Biochemical Characterization of Non-Native Antagonists of the Pseudomonas aeruginosa Quorum Sensing Receptor LasR with Nanomolar IC50 Values

Quorum sensing (QS), a bacterial cell-to-cell communication system mediated by small molecules and peptides, has received significant interest as a potential target to block infection. The common pathogen Pseudomonas aeruginosa uses QS to regulate many of its virulence phenotypes at high cell densities, and the LasR QS receptor plays a critical role in this process. Small molecule tools that inhibit LasR activity would serve to illuminate its role in P. aeruginosa virulence, but we currently lack highly potent and selective LasR antagonists, despite considerable research in this area. V-06-018, an abiotic small molecule discovered in a high-throughput screen, represents one of the most potent known LasR antagonists but has seen little study since its initial report. Herein, we report a systematic study of the structure-activity relationships (SARs) that govern LasR antagonism by V-06-018. We synthesized a focused library of V-06-018 derivatives and evaluated the library for bioactivity using a variety of cell-based LasR reporter systems. The SAR trends revealed by these experiments allowed us to design probes with 10-fold greater potency than that of V-06-018 and 100-fold greater potency than other commonly used N-acyl-l-homoserine lactone (AHL)-based LasR antagonists, along with high selectivities for LasR. Biochemical experiments to probe the mechanism of antagonism by V-06-018 and its analogues support these compounds interacting with the native ligand-binding site in LasR and, at least in part, stabilizing an inactive form of the protein. The compounds described herein are the most potent and efficacious antagonists of LasR known and represent robust probes both for characterizing the mechanisms of LuxR-type QS and for chemical biology research in general in the growing QS field.

Anionic cascade reactions. One-pot assembly of (Z)-chloro-exo- methylenetetrahydrofurans from β-hydroxyketones

The assembly of (Z)-chloro-exo-methylenetetrahydrofurans by an original and connective anionic cascade sequence is reported. Base-catalysed condensation of β-hydroxyketones with 1,1-dichloroethylene generates, in moderate to good yields, the corresponding

APOPTOSIS-INDUCING AGENTS FOR THE TREATMENT OF CANCER AND IMMUNE AND AUTOIMMUNE DISEASES

Disclosed are compounds which inhibit the activity of anti-apoptotic Bc1-xL proteins, compositions containing the compounds and methods of treating diseases during which is expressed anti-apoptotic Bc1-xL protein.

Synthesis of Hyperolactones A and C

Hyperolactones A (1) and C (3) have been synthesized starting from (S)-malic acid by a straightforward route. The unique spirolactone skeleton was efficiently constructed by one-pot reaction as a key step. The absolute stereochemistry of hyperolactones was unambiguously established by this synthesis.

Titanocene-catalyzed asymmetric ketone hydrosilylation: The effect of catalyst activation protocol and additives on the reaction rate and enantioselectivity

The efficient asymmetric hydrosilylation of ketones with a chiral titanocene catalyst has been realized. In this procedure, (R,R)-ethylenebis(tetrahydroindenyl) titanium difluoride (1) was used as the precatalyst, and alcohol additives were employed. Arom

Synthesis and Chemistry of Azolenines. Part 16. Preparation of both 3H- and 2H-Pyrroles from 2,2-Disubstituted 1,4-Diketones via the Paal-Knorr Reaction, and Isolation of Intermediate 2-Hydroxy-3,4-dihydro-2H-pyrroles

Treatment of 2,2-disubstituted 1,4-diketones (1) with liquid ammonia gives high yields of isolable isomeric 2-hydroxy-3,4-dihydro-2H-pyrroles (10) and (11), many of which may be dehydrated to 3H-pyrroles (2) together, in certain cases, with isomeric methylene-pyrrolines (14) and (15).When heated in acetic acid with ammonium acetate, the diketones (1) yield 2H-pyrroles (18), sometimes in admixture with 3H-pyrroles (2) from which they are formed by rearrangement.The diketones (1), including some novel examples, are prepared from nitro-ketones (6) by the Nef reaction, as well as other methods.

Cyclic acetals or ketals of 8-keto esters or amides

Compounds of formula I STR1 in conjunction with compounds that donate acid when exposed to actinic radiation, are suitable for use as positive photoresists. In formula I, R1 and R2 are hydrogen, alkyl, aryl, cycloalkyl, aralkyl or alkaryl, R3 to R8 are hydrogen or lower alkyl, X is --O-- or --NR9 --, where R9 is hydrogen or C1 -C4 alkyl n is 0 or 1, m is 2, 3 or 4 and Q is an organic radical of valency m. The photoresists are suitable for making printing formes, printed circuits, integrated circuits or silver-free photographic films.

PHOTOLYSIS OF CYCLIC ACETALS OF ARYL BENZOYLACETATES AS THE KEY STEP IN A NEW SYNTHESIS OF FLAVONES

Although the yields found for the photo-Fries rearrangement of the aryl benzoylacetates 1 are poor, blocking of the carbonyl group, as in the related acetal derivatives 3, results in a substantial preparative improvement.Thus, the o-hydroxydibenzoylmethanes 2 are obtained from 1 with an average yield of 18percent, while the corresponding acetals 4 are obtained from 3 with an average yield of 58 percent.Compounds 4 are efficiently converted into flavones 8 by means of wet silica gel, through hydrolysis of the acetal moiety and subsequent cyclization of the resulting o-hydroxydibenzoylmethanes 2.