88335-86-8

Upstream product

• 826-34-6 dimethyl cis-cyclopropane-1,2-dicarboxylate 
• 67-56-1 methanol 
• 5617-74-3 cis-1,2-cyclopropanedicarboxylic acid anhydride 
• 124-41-4 sodium methylate 
• 5617-74-3 3-oxabicyclo[3.1.0]hexane-2,4-dione 
• 5861-31-4 methyl trans-2-phenylcyclopropanecarboxylate 
• 826-35-7 dimethyl trans-1,2-cyclopropanedicarboxylate 
• 58616-95-8 trans-1,2-cyclopropanedicarboxylic acid 
• 3999-55-1 diethyl trans-cyclopropane-1,2-dicarboxylate 

Downstream Products

• 826-34-6 dimethyl cis-cyclopropane-1,2-dicarboxylate 
• 13279-89-5 (+/-)-cis-2-Carbomethoxycyclopropanecarbonyl-chloride 
• 188825-76-5 5-amino-3-methyl-3,4-diaza-bicyclo[4.1.0]hept-4-en-2-one 
• 13279-89-5 (+/-)-trans-2-Carbomethoxycyclopropanecarbonyl-chloride 
• 35501-84-9 methyl trans-2-formylcyclopropane carboxylate 
• 1520120-90-4 (1S,2S)-2-(benzyloxycarbonyl)cyclopropanecarboxylic acid 
• 1520120-86-8 benzyl (1R,2R)-2-carbamoylcyclopropanecarboxylate 
• 14590-54-6 (1S,2S)-cyclopropane-1,2-dicarboxylic acid 

Relevant academic research and scientific papers

Enantioselective acyl-transfer catalysis by fluoride ions

The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Using a library of ad hoc designed bifunctional phase-transfer catalysts in which both the anion and the cation are directly involved in the reaction, the desymmetrisation of meso-succinic and -glutaric anhydrides is possible.19F NMR spectroscopic studies support the intermediacy of an acyl fluoride intermediate.

CYCLOPROPANECARBOXYLIC ACID GPR120 MODULATORS

The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein coupled receptor modulators which may be used as medicaments

PHENYL-(AZA)CYCLOALKYL CARBOXYLIC ACID GPR120 MODULATORS

The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein-coupled receptor modulators which may be used as medicaments.

AROMATIC RING COMPOUND

The present invention provides an aromatic ring compound having a melanin-concentrating hormone receptor antagonistic action and useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula wherein each symbol as defined in the specification, or a salt thereof.

(2R,1'S,2'R)- And (2S,1'S,2'R)-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines and their incorporation into hormaomycin analogues

Efficient and scalable syntheses of enantiomerically pure (2 R ,1' S ,2' R )- and (2 S ,1' S ,2' R )-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines 9a - c , as well as allo-D-threonine ( 4 ) and ( 2 S,3R)-β-methylphenylalanine (3), using the Belokon' approach with (S )- and (R )-2-[( N-benzylprolyl)amino]benzophenone [(S)- and (R)-10 ] as reusable chiral auxiliaries have been developed. Three new fluoromethyl analogues of the naturally occurring octadepsipeptide hormaomycin ( 1 ) with (fluoromethylcyclopropyl) alanine moieties have been synthesized and subjected to preliminary tests of their antibiotic activity.

A new structural motif for bifunctional bronsted acid/base organocatalysis

"Chemical equation presented" Naturally synthetic: Acid/base catalyst (S)-I can be used in highly enantioselective alcoholytic desymmetrizations of meso anhydrides. For example, the methanolysis of cyclobutane anhydride deriva-tive 2 gave hemiester 3 in 99:1 e.r. (see scheme). Ester 3 was used in a short enantioselective synthesis of (+ )-grandisol.

Synthesis of both enantiomers of hemiesters by enantioselective methanolysis of meso cyclic anhydrides catalyzed by α-amino acid-derived chiral thioureas

(Figure presented) Both ureas and thioureas derived from l- or d-valine act as bifunctional organocatalysts able to induce the enantioselective alcoholysis of mono-, bi-, and tricyclic meso anhydrides. The desymmetrization occurs in near quantitative yields and excellent enantiomeric ratios (up to >99:1) under low catalyst loading. Both enantiomers of the hemiesters can be directly obtained by changing the configuration of the catalyst.

Highly enantioselective desymmetrization of meso anhydrides by a bifunctional thiourea-based organocatalyst at low catalyst loadings and room temperature

(Chemical Equation Presented) Bifunctional (thio)urea-based cinchona alkaloid derivatives have been shown to promote highly efficient enantioselective desymmetrization reactions of meso anhydrides. The most selective of these catalysts is capable of the enantioselective methanolysis of succinic and glutaric anhydride derivatives to form hemiester products with >90% yield and enantiomeric excess at 1 mol % loading and ambient temperature.

Dipolar cycloaddition of carbonyl ylides generated from methyl cis-2-diazoacetyl-1-cyclopropanecarboxylates

Carbonyl ylide generated from methyl cis-3-diazoacetyl-2,2-diphenyl-1- cyclopropanecarboxylate in the presence of Rh2(OAc)4 when brought into reaction of 1,3-dipolar cycloadditionCyrillic small letter YA sign with N-arylmaleimides afforded substituted 4-aryl-7-methoxy-9,9-diphenyl-12-oxa- 4-azatetracyclo-[5.4.1.02,6.08,10]dodecene-3,5,11-triones. Concurrent processes resulted in formation of cycloheptatrienes, hydroxyacetylcyclopropanecarboxylates, and benzophenone. Carbonyl ylide generated from methyl cis-2-diazoacetyl-1-cyclopropanecarboxylate in the same reaction gave rise to exo- and endo-4-aryl-7-methoxy-12-oxa-4-azatetracyclo[5.4. 1.02,6 .08,10] dodecene-3,5,11-triones. 2005 Pleiades Publishing, Inc.

Synthesis and radical polymerization of various 2-cyclopropylacrylates

Fourteen new alkyl 2-cyclopropylacrylates 1a-n with various substituents R1-R5 were synthesized from readily available precursors by applying standard transformations such as cyanohydrin formation from an aldehyde, alcoholysis to an α-hydroxycarboxylic ester, oxidation and Wittig methylenation of an α-oxocarboxylic ester. Overall yields ranged from 33 to 54%. A new method for the hydrolysis of dimethyl cyclopropanedicarboxylates to the corresponding half-esters was developed. The α-oxocarboxylates 7g-n were prepared by dirhodium tetraacetate catalyzed cyclopropanation of alkenes 8g-n with methyl or ethyl diazopyruvate in 32-58% yield. The monomers 1a-n were characterized by 1H, 13C NMR spectroscopy, mass spectrometry and elemental analysis. The radical homopolymerizations of 1a-n were carried out with 2,2′- azabisisobutyronitrile (AIBN) as initiator in chlorobenzene at 65 °C. The highest polymer yields were obtained in the polymerizations of If and 1h or 1k and 11, i.e. from monomers with an annelated five- or six-membered ring. In the case of 1h and 1k, both the polymer yields (99 and 98%, respectively) and the glass transition temperatures (Tg) of 57 and 93 °C were significantly higher than those observed for the polymer from 1,1-bis(ethoxycarbonyl)-2-vinylcyclopropane (DECVCP), which was used as a benchmark for the monomer reactivities in the radical polymerizations of all the vinylcyclopropane derivatives 1a-n. The bicyclic monomers 1h and 1k also demonstrated drastically improved reactivities in the radical copolymerization with methyl methacrylate when compared to DECVCP. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.