10487-86-2

Usage

Uses

Used in Pharmaceutical Synthesis:
(1R,2R)-2-Methylcyclopropane-1-carboxylic acid is used as a key intermediate for the synthesis of (1R,2R)-trans-1-(Chloromethyl)-2-methylcyclopropane (C369820), a compound with potential pharmaceutical applications.
Used in HIV Treatment:
In the field of HIV treatment, (1R,2R)-2-Methylcyclopropane-1-carboxylic acid is utilized as a starting material for the preparation of Luzopeptin A-C and Quinoxapeptin A-C. These compounds have been identified as potent inhibitors of HIV-1 reverse transcriptase, playing a significant role in the development of antiretroviral therapies.
Used in Chemical Synthesis:
(1R,2R)-2-Methylcyclopropane-1-carboxylic acid can also be employed in various chemical synthesis processes due to its reactive cyclopropane ring and carboxylic acid group. This makes it a versatile building block for creating a range of chemical compounds with diverse applications.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 187737-37-7 propene 
• 1192-08-1 3-methylcyclobutan-1-one 
• 20913-25-1 2-Methylcyclopropancarbonsaeureethylester 
• 133124-22-8 (2S,4S)-(+)-5,5-dimethyl-2-(trans-2-methylcyclopropyl)-4-phenyl-1,3-dioxane 
• 99267-76-2 (4R,5R)-2-((1R,2R)-2-Methyl-cyclopropyl)-[1,3]dioxolane-4,5-dicarboxylic acid diisopropyl ester 
• 1050392-04-5 (S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt 
• 1050392-11-4 (1R,2R)-ethyl 2-methylcyclopropanecarboxylate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 16088-62-3 (S)-Propylene oxide 
• 29555-02-0 2-methyl-cyclopropanecarboxylic acid 
• 1610704-12-5 phenyl (1R,2R)-2-methylcyclopropanecarboxylate 
• 1189746-43-7 (R,R)-2-methylcyclopropanecarboxylic acid dicyclohexylamine 
• 138298-63-2 ((1S,5S,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1R,2R)-2-methyl-cyclopropyl)-methanone 

Downstream Products

• 959774-49-3 (1S,2S)-N-benzyl-2-methylcyclopropane-1-carboxamide 
• 1050392-04-5 (S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt 
• 150649-20-0 2-(2-methylcyclopropyl)-1H-benzimidazole 
• 134856-49-8 2,3-dihydro-2-methyl-1H-pyrrolo[1,2-a]benzimidazole 
• 1616505-55-5 (1R,2R)-N-methoxy-N,2-dimethylcyclopropanecarboxamide 
• 1616505-62-4 (3aS,5S,7aR)-7a-(2,4-difluorophenyl)-5-[(1R,2R)-2-methylcyclopropyl]hexahydro-1H-pyrano[3,4-c][1,2]oxazole 
• 1616505-63-5 (3aR,5R,7aS)-7a-(2,4-difluorophenyl)-5-[(1R,2R)-2-methylcyclopropyl]hexahydro-1H-pyrano[3,4-c][1,2]oxazole 

Relevant academic research and scientific papers

PURINE INHIBITORS OF HUMAN PHOSPHATIDYLINOSITOL 3-KINASE DELTA

The instant invention provides compounds of formula I which are PI3K-delta inhibitors, and as such are useful for the treatment of PI3K-delta-mediated diseases such as inflamation, asthma, COPD and cancer.

MST1 KINASE INHIBITORS AND METHODS OF THEIR USE

Compounds for the inhibition of mammalian Ste20-like kinase 1 (MST1) are disclosed, along with compositions comprising them and methods of their use in the treatment, management or prevention of an inflammatory or autoimmune diseases or disorders.

3-INDAZOLYL-4-PYRIDYLISOTHIAZOLES

The present invention provides 3-indazoyl-4-pyridylisothiazoles or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and methods of using the same, as well as processes for preparing the same, and intermediates thereof.

SUBSTITUTED CARBOXAMIDES

This application relates to a substituted carboxamide compound of formula I, or a pharmaceutically acceptable salt thereof, as defined herein, a pharmaceutical composition thereof, and its use in treating pain.

A short and efficient synthesis of (R,R)-2-methylcyclopropanecarboxylic acid

We report herein a short and efficient synthesis of (R,R)-2- methylcyclopropanecarboxylic acid via a Horner-Wadsworth-Emmons reaction involving commercially available (S)-propylene oxide and triethylphosphonoacetate (TEPA). The TEPA/base/propylene oxide stoichiometry was found critical to achieve high yields. We therefore studied the TEPA anion formation and stability using in situ IR spectroscopy. The reaction yield is strongly influenced by the counterion and solvent, whereas high diastereoselectivities are always obtained. Under the best experimental conditions (HexLi/MeTHF/150 °C), crude (R,R)-2-methylcyclopropanecarboxylic acid is obtained in 85-90% yield with >98% trans selectivity.

Syntheses of optically active 2-substituted cyclopropanecarboxylic acids from chiral α-hydroxysilane derivatives

Optically active 2-alkylcyclopropanecarboxylic acids were efficiently synthesized from the chiral α-hydroxytrimethylsilanes via a diastereoselective cyclopropanation as the key step.

Stereoselectivity and Generality of the Palladium-Catalysed Cyclopropanation of α,β-Unsaturated Carboxylic Acids Derivatized with Oppolzer's Sultam

A series of α,β-unsaturated carboxylic acids derivatized with camphorsultam 1 a s a chiral auxiliary has been stereoselectively cyclopropanated. the selectivity of the reaction produces cyclopropanated products with the 1R,2R absolute configuration as indicated by the optical rotations as well as by an X-ray structure determineation.The temperature dependence of the reaction was studied with three substrates. the highest stereoselectivity was obtained at temperatures above 25 deg C.Branching at the α- or β-carbons disfavours complete conversion, and electron-withdrawing substituents at these positions seem to prevent the reaction.The auxiliary was removed by using titanium(IV) isopropoxide in benzyl alcohol followed by alkaline hydrolysis of the intermediate ester. the potent 5-HT1A receptor agonist (1R,2S)-2-(2-hydroxyphenyl)-N,N-dipropylcyclopropylamine 13 was synthesized by this method

Stereochemistry of the thermal isomerizations of (1/R,2R)-1-((E)-Styryl)-2-methylcyclopropane to 3-phenyl-4-methylcyclopentenes

(1A,2R)-1-((E)-Styryl)-2-methylcyclopropane at 250 °C racemizes and isomerizes to 6-phenylhexa-1,4-(Z)-diene and to the four isomers of 3-phenyl-4-methylcyclopentene. From the measured rate constants for racemization and for structural isomerizations, and

Stereoselective palladium-catalyzed cyclopropanation of α,β-unsaturated carboxylic acids derivatized with Oppolzer's sultam

N-enoyl sultans, derived from α,β-unsaturated carboxylic acids and bornane[10,2]sultam, undergo a stereoselective Pd-catalyzed cyclopropanation upon treatment with diazomethane. The stereoselectivity of the reaction is temperature dependent.

1-Aryl-2,2-dimethyl-1,3-propanediols as chiral auxiliares. Acetal formation with α,β-unsaturated aldehydes and analysis of the stereochemistry of cyclopropanation

Optically pure 1-aryl- (phenyl and 2-chlorophenyl) 1,3-propanediols, 1a and 1b, condense smoothly with aldehydes to provide the corresponding cyclic acetals 3.Except in cases that the aldehyde is substituted at the α-carbon atom, a single product is obtai