613261-14-6

Usage

Explanation

The systematic name provides a standardized way to name chemical compounds based on their structure. In this case, it indicates the presence of an ethylidene group (CH2) attached to a cyclopropane ring, with carboxylic acid functional groups at the 1 and 2 positions.

Explanation

Stereochemistry refers to the spatial arrangement of atoms in a molecule. The (1R,2R) designation indicates that the two ethyl groups are in a cis configuration, meaning they are on the same side of the cyclopropane ring.

Explanation

The physical state describes the appearance and form of a substance at room temperature. In this case, the compound is a colorless liquid, which means it has a clear appearance and flows like a liquid.

Explanation

The compound is used as a starting material or intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and agrochemical industries.

Explanation

The compound is utilized in the development and manufacturing of drugs and pesticides due to its unique chemical properties and reactivity.

Explanation

A chiral reagent is a compound that can induce or control the stereochemistry of a reaction. The compound's stereochemical properties make it useful as a chiral reagent in organic synthesis, which is important for the production of enantiomerically pure compounds.

Explanation

The compound's reactivity is influenced by its stereochemistry, particularly the cis configuration of the two ethyl groups. This reactivity is crucial for its use in chemical reactions and the synthesis of other compounds.

Stereochemistry

(1R,2R)

Physical State

Colorless liquid

Application

Building block in organic synthesis

Use in Pharmaceutical and Agrochemical Industries

Production of drugs and pesticides

Chiral Reagent

Stereochemical properties

Reactivity

Important for chemical reactions

Upstream product

• 97-71-2 (1R,2R)-2-phenyl-cyclopropanecarboxylic acid ethyl ester 
• 889461-58-9 diethyl (-)-(1R,2R)-1,2-cyclopropanedicarboxylate 
• 3999-55-1 diethyl trans-cyclopropane-1,2-dicarboxylate 

Downstream Products

• 613261-19-1 ethyl (1R,2R)-2-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate 
• 613261-19-1 ethyl (1R,2S)-2-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate 
• 613261-19-1 ethyl (1S,2S)-2-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate 
• 1019771-53-9 (1R,2R)-ethyl 2-(4-benzhydrylpiperazin-1-carbonyl)cyclopropanecarboxylate 
• 52745-75-2 (-)-(1R,3R)-1,3-bis(hydroxymethyl)cyclopropane 

Relevant academic research and scientific papers

Cyclopropane-1,2-dicarboxylic acids as new tools for the biophysical investigation of O-acetylserine sulfhydrylases by fluorimetric methods and saturation transfer difference (STD) NMR

Cysteine is a building block for many biomolecules that are crucial for living organisms. O-Acetylserine sulfhydrylase (OASS), present in bacteria and plants but absent in mammals, catalyzes the last step of cysteine biosynthesis. This enzyme has been dee

CYCLOPROPYL-PIPERAZINE COMPOUNDS AS CALCIUM CHANNEL BLOCKERS

Methods and compounds effective in ameliorating conditions characterized by unwanted calcium channel activity, particularly unwanted N-type calcium channel activity are disclosed. Specifically, a series of compounds containing both a piperazine ring and a

A convenient chemo-enzymatic synthesis and 18F-labelling of both enantiomers of trans-1-toluenesulfonyloxymethyl-2-fluoromethyl-cyclopropane

The present report is concerned with a stereoselective, reliable route to trans-1,2-disubstituted cyclopropanes and in particular to (S,S)-1- tosyloxymethyl-2-fluoromethyl-cyclopropane (1) and (R,R)-1-tosyloxymethyl-2- fluoromethyl-cyclopropane (ent-1) as conformationally restricted, terminally fluorinated C4-building blocks for medicinal chemistry. The enzymatic kinetic resolution based synthesis of 1 and ent-1 utilises inexpensive, commercially available starting materials. It is based on enantiomeric resolution of rac-cyclopropane carboxylic esters using esterase from Streptomyces diastatochromogenes. Both enantiomers of 1 were prepared selectively in high overall yield over nine steps, starting from ethyl acrylate. The successful radiosynthesis of [18F]-1 and [18F]-ent-1 is also reported.

trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.

Retroviral protease inhibitors

N-heterocyclic moiety-containing hydroxyethylamine protease inhibitor compounds, methods for making the compounds, and intermediates useful in the method. Also, a method for inhibiting retroviral proteases and for treatment or prophylaxis of a retroviral infection.

RETROVIRAL PROTEASE INHIBITORS

N-heterocyclic moiety containing hydroxyethylamine compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.

RETROVIRAL PROTEASE INHIBITORS

Urea-containing hydroxyethylamine peptide compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.