88888-31-7

Upstream product

• 88888-29-3 4-Methoxybicyclo<2.2.1>heptane-1-carboxylic acid 
• 88888-28-2 1-Bromo-4-methoxybicyclo<2.2.2>octan-2-one 
• 15448-77-8 4-carbomethoxybicyclo<2.2.1>heptane-1-carboxylic acid 
• 81687-89-0 4-methoxy-2-oxobicyclo<2.2.2>octane-1-carboxylic acid 
• 67-56-1 methanol 
• 88888-30-6 4-Hydroxybicyclo<2.2.1>heptane-1-carboxylic Acid 
• 186581-53-3 diazomethane 

Downstream Products

• 88888-26-0 1-fluoro-4-(para-aminophenyl)-bicyclo-[2.2.1]-heptane 
• 88888-32-8 Toluene-4-sulfonic acid 4-fluoro-bicyclo[2.2.1]hept-1-ylmethyl ester 
• 88888-25-9 1-Fluoro-4-(p-nitrophenyl)bicyclo<2.2.1>heptane 
• 84553-37-7 1-Fluoro-4-nitrobicyclo<2.2.1>heptane 
• 84553-49-1 1-fluoro-4-phenylbicyclo<2.2.1>heptane 

Relevant academic research and scientific papers

Hindered dialkyl ether synthesis with electrogenerated carbocations

Hindered ethers are of high value for various applications; however, they remain an underexplored area of chemical space because they are difficult to synthesize via conventional reactions1,2. Such motifs are highly coveted in medicinal chemistry, because extensive substitution about the ether bond prevents unwanted metabolic processes that can lead to rapid degradation in vivo. Here we report a simple route towards the synthesis of hindered ethers, in which electrochemical oxidation is used to liberate high-energy carbocations from simple carboxylic acids. These reactive carbocation intermediates, which are generated with low electrochemical potentials, capture an alcohol donor under non-acidic conditions; this enables the formation of a range of ethers (more than 80 have been prepared here) that would otherwise be difficult to access. The carbocations can also be intercepted by simple nucleophiles, leading to the formation of hindered alcohols and even alkyl fluorides. This method was evaluated for its ability to circumvent the synthetic bottlenecks encountered in the preparation of 12 chemical scaffolds, leading to higher yields of the required products, in addition to substantial reductions in the number of steps and the amount of labour required to prepare them. The use of molecular probes and the results of kinetic studies support the proposed mechanism and the role of additives under the conditions examined. The reaction manifold that we report here demonstrates the power of electrochemistry to access highly reactive intermediates under mild conditions and, in turn, the substantial improvements in efficiency that can be achieved with these otherwise-inaccessible intermediates.

BENZAMIDINE DERIVATIVES SUBSTITUTED BY CYCLIC AMINO ACID AND CYCLIC HYDROXY ACID DERIVATIVES AND THEIR USE AS ANTI-COAGULANTS

This invention is directed to benzamidine derivatives substituted by cyclic amino acid and cyclic hydroxy acid derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.

Transmission of Polar Substituent Effects in Bicycloalkane Systems. Synthesis and Nuclear Magnetic Resonance Study (Carbon-13 and Fluorine-19) of 4-Substituted Bicyclohept-1-yl Fluorides

A number of 4-substituted (X) bicyclohept-1-yl fluorides (2) have been synthesized, and their 13C and 19F NMR spectra have been recorded.The synthesis of all these compounds, except for the parent (2, X = H) of the series, has been accomplished fro