914226-26-9

Basic information

• Product Name: Methyl 1-(aMinoMethyl)cyclopropanecarboxylate
• Synonyms: Methyl 1-(aMinoMethyl)cyclopropanecarboxylate
• CAS NO: 914226-26-9
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.15704
• Mol File: 914226-26-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 166.3°C at 760 mmHg
• Flash Point: 40°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 1.8mmHg at 25°C
• Refractive Index: 1.489
• PKA: 10.36±0.29(Predicted)
• CAS DataBase Reference: Methyl 1-(aMinoMethyl)cyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1-(aMinoMethyl)cyclopropanecarboxylate(914226-26-9)
• EPA Substance Registry System: Methyl 1-(aMinoMethyl)cyclopropanecarboxylate(914226-26-9)

Safety Data

• Hazardous Substances Data: 914226-26-9(Hazardous Substances Data)

Usage

General Description

Methyl 1-(aminomethyl)cyclopropanecarboxylate is a chemical compound with the formula C6H9NO2. It is an aminomethylated cyclopropane derivative that is commonly used in the synthesis of various pharmaceuticals and agricultural chemicals. Methyl 1-(aMinoMethyl)cyclopropanecarboxylate is known for its structural stability and versatility, making it a valuable building block in organic chemistry. Its unique cyclopropane ring structure makes it an important intermediate in the production of other complex molecules. Methyl 1-(aminomethyl)cyclopropanecarboxylate is also used as a reagent in organic synthesis to introduce the aminomethyl group into various compounds. Its pharmaceutical and agricultural applications make it an important compound in the fields of chemistry and biotechnology.

InChI:InChI=1/C6H11NO2/c1-9-5(8)6(4-7)2-3-6/h2-4,7H2,1H3

Upstream product

• 6914-73-4 methyl 1-cyanocyclopropanecarboxylate 
• 6914-79-0 1-cyano-cyclopropanecarboxylic acid 
• 88157-41-9 methyl 1-formylcyclopropane-1-carboxylate 

Downstream Products

• 204376-48-7 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclopropane-1-carboxylic acid 

Relevant articles and documents

Palladium(II)-Catalyzed highly enantioselective C-H arylation of cyclopropylmethylamines

C-H arylation via a Pd(II)/Pd(IV) catalytic cycle has been one of the most extensively studied C-H activation reactions since the 1990s. Despite the rapid development of this reaction in the past two decades, an enantioselective version has not been reported to date. Herein, we report a Pd(II)-catalyzed highly enantioselective (up to 99.5% ee) arylation of cyclopropyl C-H bonds with aryl iodides using mono-N-protected amino acid (MPAA) ligands, providing a new route for the preparation of chiral cis-aryl-cyclopropylmethylamines. The enantiocontrol is also shown to override the diastereoselectivity of chiral substrates.

ANTIVIRAL COMPOUNDS AND USE THEREOF

The invention relates to compounds, pharmaceutical compositions and methods useful for treating viral infection.

Preparation and structure of β-peptides consisting of geminally disubstituted β2,2- and β3,3-amino acids: A turn motif for β- peptides

We report on the synthesis of new and previously described β-peptides (1-6), consisting of up to twelve β2,2- or β3,3-geminally disubstituted β-amino acids which do not fit into any of the secondary structural patterns of β-peptides, hitherto disclosed. The required 2,2- and 3,3-dimethyl derivatives of 3-aminopropanoic acid are readily obtained from 3-methylbut-2-enoic acid and ammonia (Scheme 1) and from Boc-protected methyl 3-aminopropanoate by enolate methylation (Scheme 2). Protected (Boc for solution-, Fmoc for solid-phase syntheses) 1- (aminomethyl)cycloalkanecarboxylic-acid derivatives (with cyclopropane, cyclobutane, cyclopentane, and cyclohexane rings) are obtained from 1- cyanocycloalkanecarboxylates and the corresponding dihaloalkanes (Scheme 3). Fully 13C- and 15N-labeled 3-amino-2,2-dimethylpropanoic-acid derivatives were prepared from the corresponding labeled precursors (see asterixed formula numbers and Scheme 4). Coupling of these amino acids was achieved by methods which we had previously employed for other β-peptide syntheses (intermediates 18-23). Crystal structures of Boc-protected geminally disubstituted amino acids (16a-d) and of the corresponding tripeptide (23a), as well as NMR and IR spectra of an isotopically labeled β-hexapeptide (2a*) are presented (Figs. 1-4) and discussed. The tripeptide structure contains a ten-membered H-bonded ring which is proposed to be a turn-forming motif for β-peptides (Fig. 2).