10487-86-2

Basic information

• Product Name: (1R,2R)-2-Methylcyclopropane-1-carboxylic acid
• Synonyms: (1R,2R)-2-Methylcyclopropane-1-carboxylic acid >99% e.e.;(1R,2R)-2-Methylcyclopropane-1-carboxylicacid>97%
• CAS NO: 10487-86-2
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• Mol File: 10487-86-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 191.2±0.0 °C(Predicted)
• Appearance: /
• Density: 1.171±0.06 g/cm3(Predicted)
• PKA: 4.88±0.11(Predicted)
• CAS DataBase Reference: (1R,2R)-2-Methylcyclopropane-1-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-2-Methylcyclopropane-1-carboxylic acid(10487-86-2)
• EPA Substance Registry System: (1R,2R)-2-Methylcyclopropane-1-carboxylic acid(10487-86-2)

Safety Data

• Hazardous Substances Data: 10487-86-2(Hazardous Substances Data)

Usage

Description

(1R,2R)-2-Methylcyclopropane-1-carboxylic acid is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique cyclopropane ring structure and a carboxylic acid functional group, which contribute to its reactivity and potential applications in the chemical and pharmaceutical industries.

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 
• 21003-35-0 cis-2-methylcyclopropyl-1-methanol 
• 35563-54-3 1-((1R,2R)-2-methylcyclopropyl)ethanone 
• 21003-36-1 trans-1-(hydroxymethyl)-2-methylcyclopropane 
• 6142-57-0 (+/-)-trans-2-methylcyclopropanecarboxylic acid 
• 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 
• 157604-16-5 ((1S,5R,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 
• 210546-57-9 (R)-((1R,2R)-2-Methyl-cyclopropyl)-trimethylsilanyl-methanol 
• 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 
• 1050392-04-5 (S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt 

Downstream Products

• 42274-66-8 trans-2-methylcyclopropanecarboxylic acid chloride 
• 959774-49-3 (1S,2S)-N-benzyl-2-methylcyclopropane-1-carboxamide 
• 935470-37-4 2-(benzyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[methyl(methylsulfonyl)amino]isonicotinic acid 
• 889113-37-5 2-(benzyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[(isopropylsulfonyl)(methyl)amino]isonicotinic acid 
• 946420-65-1 N-[(1S,2R)-2-azido-1-benzyl-3-fluoropropyl]-2-(benzyl{[(1S,2S)-2-methylcyclopropyl]methyl}amino)-6-[(isopropylsulfonyl)(methyl)amino]isonicotinamide 
• 112706-74-8 (1R,2R)-1-((Z)-styryl)-2-methylcyclopropane 
• 112790-90-6 (1R,2R)-2-methyl-(trans-2-phenylethenyl)cyclopropane 
• 39547-01-8 trans-2-methyl-cyclopropanecarboxaldehyde 
• 112706-74-8 trans-1-((Z)-styryl)-2-methylcyclopropane 
• 112706-74-8 trans-2-methyl-(trans-2-phenylethenyl)cyclopropane 
• 112706-74-8 [(Z)-2-((1R,2S)-2-Methyl-cyclopropyl)-vinyl]-benzene 
• 112706-74-8 [(E)-2-((1R,2S)-2-Methyl-cyclopropyl)-vinyl]-benzene 
• 1050392-04-5 (S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt 

Relevant articles and documents

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.

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.

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.