31420-52-7

Basic information

• Product Name: (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester
• Synonyms: (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester;(1R,2S)-2-Methoxycarbonylcyclobutanecarboxylic acid;cis-2-(methoxycarbonyl)cyclobutane-1-carboxylic acid;(1R,2S)-2-Methoxycarbonylcyclobutanecarboxylic acid - M10820
• CAS NO: 31420-52-7
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.16
• Mol File: 31420-52-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 111.1°C
• Appearance: /
• Density: 1.308g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.499
• PKA: 4.35±0.40(Predicted)
• CAS DataBase Reference: (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester(31420-52-7)
• EPA Substance Registry System: (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester(31420-52-7)

Safety Data

• Hazardous Substances Data: 31420-52-7(Hazardous Substances Data)

Usage

General Description

(1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester is a chemical compound that is derived from cyclobutanedicarboxylic acid and contains a methyl ester functional group. It has a stereochemical configuration of (1R,2S) which indicates the spatial arrangement of its atoms. (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester is commonly used in organic synthesis and pharmaceutical research as a building block for creating more complex molecules. Its unique structure and reactivity make it useful in the development of new drugs and materials. Additionally, it has potential applications in the field of polymer science and as a catalyst in chemical reactions. Overall, (1R,2S)-rel-1,2-Cyclobutanedicarboxylic acid, 1-Methyl ester is a versatile compound with various potential uses in the scientific and industrial sectors.

InChI:InChI=1/C7H10O4/c1-11-7(10)5-3-2-4(5)6(8)9/h4-5H,2-3H2,1H3,(H,8,9)

Upstream product

• 67-56-1 methanol 
• 4462-96-8 cis-1,2-cyclobutane dicarboxylic anhydride 
• 4462-96-8 3-oxabicyclo[3.2.0]heptane-2,4-dione 

Downstream Products

• 7687-30-1 butyl cis-2-(tosyloxymethyl)cyclobutanecarboxylate 
• 84673-48-3 methyl trans-2-(cyanomethyl)cyclobutanecarboxylate 

Relevant articles and documents

INHIBITORS OF DIACYLGLYCEROL O-ACYLTRANSFERASE TYPE 1 ENZYME

The present invention relates to compounds of formula (I) wherein R1, R3, X, Q, Z, A, D, m, and n are defined herein. Pharmaceutical compositions and methods for treating DGAT-1 related diseases or conditions are also disclosed.

Stereoselective chemoenzymatic synthesis of the four stereoisomers of L-2-(2-carboxycyclobutyl)glycine and pharmacological characterization at human excitatory amino acid transporter subtypes 1, 2, and 3

The four stereoisomers of L-2-(2-carboxycyclobutyl)glycine, L-CBG-I, L-CBG-II, L-CBG-III, and L-CBG-IV, were synthesized in good yield and high enantiomeric excess, from the corresponding cis and trans-2- oxalylcyclobutanecarboxylic acids 5 and 6 using the enzymes aspartate aminotransferase (AAT) and branched chain aminotransferase (BCAT) from Escherichia coli. The four stereoisomeric compounds were evaluated as potential ligands for the human excitatory amino acid transporters, subtypes 1, 2, and 3 (EAAT1, EAAT2, and EAAT3) in the FLIPR membrane potential assay. While the one trans-stereoisomer, L-CBG-I, displayed weak substrate activity at all three transporters, EAAT1-3, we found a particular pharmacological profile for the other trans-stereoisomer, L-CBG-II, which displayed EAAT1 substrate activity and inhibitory activity at EAAT2 and EAAT3. Whereas L-CBG-III was found to be a weak inhibitor at all three EAAT subtypes, the other cis-stereoisomer L-CBG-IV was a moderately potent inhibitor with 20-30-fold preference for EAAT2/3 over EAAT1.

Stereoselective synthesis of (-)-(1R,2S)-2-aminocyclobutane-1-carboxylic acid, a conformationally constrained β-amino acid

The title compound as well as some derivatives have been synthesized for the first time in optically active form by means of a chemoenzymatic transformation used to induce asymmetry in achiral precursors. The enantio- and diastereomeric purity has been determined by HPLC and NMR techniques.