37526-85-5

Upstream product

• 53774-20-2 2-methylbut-3-enoic acid 
• 100-39-0 benzyl bromide 
• 37526-88-8 benzyl tiglate 
• 100-51-6 benzyl alcohol 
• 75-16-1 methylmagnesium bromide 
• 852402-28-9 4-bromobut-2E-enoic acid benzyl ester 
• 3017-53-6 benzyl 2-bromopropionate 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 1329169-68-7 (6S,E)-benzyl 6-((tert-butoxycarbonyl)amino)-6-(4-(4-((methoxycarbonyl)amino)-2-(2,2,2-trifluoroacetamido)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)-2-methylhex-3-enoate 

Relevant academic research and scientific papers

A concise and flexible synthesis of the core structure of pinnaic acid

An efficient and flexible approach to the core structure of pinnaic acid has been developed that centres on the microwave-induced 1,3-dipolar cycloaddition of a novel spirocyclic nitrone 5 with alkene 7. The application of this nitrone to the synthesis of a diverse set of C5-substituted analogues of pinnaic acid is also demonstrated. Georg Thieme Verlag Stuttgart.

FLUOROALKYL-OXADIAZOLES AND USES THEREOF

Provided herein are compounds identified as inhibitors of HDAC6 activity that can be used to treat various diseases and disorders.

Cobalt-Bisoxazoline-Catalyzed Enantioselective Cross-Coupling of α-Bromo Esters with Alkenyl Grignard Reagents

The first catalytic asymmetric Kumada cross-coupling of organic halides with alkenyl Grignard reagents has been developed. The reaction was promoted by the cobalt-bisoxazoline catalyst and afforded various α-alkyl-β,γ-unsaturated esters with excellent enantioselectivities and moderate to good yields (≤95% ee and ≤82% yields). The formal synthesis of the California red scale pheromone using this method was investigated, and radical clock experiments were performed.

Direct carboxylation of allylic halides with carbon dioxide in the presence of indium

A highly regioselective indium-mediated allylation of carbon dioxide starting from simple allylic halides (X = I, Br, Cl) has been developed. No transition metal catalyst is needed and an inert atmosphere is not necessary. The reaction tolerates a wide range of synthetically attractive functional groups with a very high branched regioselectivity. The Royal Society of Chemistry 2014.

CYCLIC P1 LINKERS AS FACTOR XIA INHIBITORS

The present invention provides compounds of Formula (Ia): or stereoisomers, tautomers, or pharmaceutically acceptable salts thereof, wherein all the variables are as defined herein. These compounds are selective factor XIa inhibitors or dual inhibitors of FXIa and plasma kallikrein. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating thromboembolic and/or inflammatory disorders using the same.

NOVEL MACROCYCLES AS FACTOR XIA INHIBITORS

The present invention provides compounds of Formula (Ia): or a stereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof, wherein all the variables are as defined herein. These compounds are selective factor XIa inhibitors or dual inhibitors of FXIa and plasma kallikrein. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating thromboembolic and/or inflammatory disorders using the same.

MACROCYCLES AS FACTOR XIA INHIBITORS

The present invention provides compounds of Formula (I): or a stereoisomer, a tautomer, or a pharmaceutically acceptable salt thereof, wherein all the variables are as defined herein. These compounds are selective Factor XIa inhibitors or dual inhibitors of fXIa and plasma kallikrein. This invention also relates to pharmaceutical compositions comprising these compounds and methods of treating thromboembolic and/or inflammatory disorders using the same.

Copper-catalyzed asymmetric allylic alkylation of halocrotonates: Efficient synthesis of versatile chiral multifunctional building blocks

The highly enantioselective synthesis of amethyl-substituted esters is reported in up to 90% yield and up to 99% ee using copper-TaniaPhos as chiral catalyst. The transformation proved scalable to at least 6.6 mmol (1.7 g scale). The products of this transformation have been further elaborated to multifunctional building blocks with a single (branched esters and acids) or multiple stereogenic centers (vicinal dimethyl esters, as well as, hydroxy- or iodosubstituted lactones).

Asymmetric Synthesis of syn-α-Alkyl-β-amino Acids

An investigation into the reactivity of the highly stereoselective conjugate nucleophile lithium N-benzyl-N-α-methylbenzylamide 1 with α-alkyl-α,β-unsaturated esters has led to the development of a versatile asymmetric synthesis of syn-α-alkyl-β-amino acids.By performing the conjugate additions in toluene and diluting the reaction mixtures with THF prior to quenching of the reactions with the hindered acid, 2,6-di-tert-butylphenol 13, the product syn-α-alkyl-β-amino esters may be generated in good yield and with excellent stereocontrol.Several examples illustrate the ease with which these products may be debenzylated and hydrolysed to afford homochiral syn-α-alkyl-β-amino acids.

Process for preparing olefins by metathesis of cyclic olefins with acyclic olefins

A process for preparing esters and halides is disclosed comprising the step of reacting a cyclic olefin having the formula I STR1 wherein R1 and R4 are the same or different from each other and each represents hydrogen, methyl, or ethyl; R2 and R3 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; and n represents a whole number from 2 to 12, with an acyclic olefin having the formula II STR2 wherein R5 represents hydrogen, methyl, ethyl or the group STR3 wherein R12 and R13 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; Y represents halogen; an acyloxy group R14 --CO--O wherein R14 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms, or an oxycarbonyl group R15 --O--CO wherein R15 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms; p represents a whole number from 1-12 except when Y is an R14 CO--O group wherein p is from 2 to 12. R6 and R7 are the same or different from each other and each represents hydrogen, methyl, or ethyl; R8 and R9 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; X represents halogen; an acyloxy group R10 --CO--O--, wherein R10 represents alkyl containing 1-12 carbon atoms, phenyl, or phenylalkyl containing 7-12 carbon atoms, or an oxycarbonyl group R11 --O--CO, wherein R11 represents alkyl containing 1-12 carbon atoms, phenyl, or phenylalkyl containing 7-12 carbon atoms, m represents a whole number from 1-12 except when X is an R10 --CO--O-- group wherein m is from 2 to 12 in the presence of a catalytic composition comprising a halogen-tungsten salt and a reducing agent which is an organic tin compound.