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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives

Methyl cis-2-Aminocyclopentanecarboxylate: A Comprehensive Overview

Methyl cis-2-Aminocyclopentanecarboxylate, identified by the CAS number 128001-37-6, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is a methyl ester derivative of cis-2-Aminocyclopentanecarboxylic acid, and its structure is characterized by a cyclopentane ring with an amino group at the 2-position and a carboxylic acid methyl ester at the same position. The cis configuration refers to the spatial arrangement of the substituents on the cyclopentane ring, where both the amino and ester groups are on the same side of the ring. This stereochemistry plays a crucial role in determining the compound's physical properties, reactivity, and biological activity.

The synthesis of Methyl cis-2-Aminocyclopentanecarboxylate involves several steps, including the preparation of the cyclopentane ring, introduction of the amino group, and subsequent esterification. Recent advancements in asymmetric synthesis have enabled researchers to achieve high enantiomeric excess in the production of this compound, which is critical for its application in chiral environments such as drug development. The compound's versatility as a building block in organic synthesis has been widely recognized, particularly in the construction of complex molecules with defined stereochemistry.

One of the most notable applications of Methyl cis-2-Aminocyclopentanecarboxylate is in the field of medicinal chemistry. The compound serves as a valuable intermediate in the synthesis of various bioactive molecules, including peptide mimetics and small-molecule inhibitors. Its ability to participate in peptide bond formation makes it an essential component in solid-phase peptide synthesis (SPPS), where it is used as an amino acid surrogate. Recent studies have demonstrated its utility in constructing cyclic peptides with unique pharmacokinetic profiles, highlighting its potential in drug discovery.

In addition to its role in peptide synthesis, Methyl cis-2-Aminocyclopentanecarboxylate has found applications in materials science. The compound's ability to form self-assembled structures under specific conditions has been explored for its potential use in creating nanomaterials with tailored properties. Researchers have reported that films formed from this compound exhibit remarkable mechanical stability and biocompatibility, making them suitable for applications in biomedical devices and sensors.

The physical properties of Methyl cis-2-Aminocyclopentanecarboxylate are also worth noting. The compound is typically a white crystalline powder with a melting point around 150°C. It is sparingly soluble in water but exhibits good solubility in organic solvents such as dichloromethane and acetonitrile. These properties make it amenable to various synthetic transformations and analytical techniques commonly employed in organic chemistry.

Recent research has focused on optimizing the synthesis and purification processes of Methyl cis-2-Aminocyclopentanecarboxylate to enhance its scalability and reduce environmental impact. Green chemistry approaches, such as using biodegradable solvents or catalytic systems, have been successfully applied to this compound's production. These advancements not only improve process efficiency but also align with current sustainability goals within the chemical industry.

In conclusion, Methyl cis-2-Aminocyclopentanecarboxylate (CAS No. 128001-37-6) is a versatile compound with diverse applications across multiple disciplines. Its unique stereochemistry, synthetic accessibility, and biological activity make it an invaluable tool for researchers in organic chemistry and pharmacology. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in both academic research and industrial applications.

• 641609-32-7(Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,)
• 641609-29-2(Cyclopentanecarboxylic acid, 2-amino-5-(1,1-dimethylethyl)-, methyl ester,)
• 762214-05-1(Cyclopentanecarboxylicacid, 2-amino-3-methyl-, methyl ester, (1R,2S,3R)-rel-)
• 342419-20-9(Methyl 2-aminocyclopentanecarboxylate)
• 154460-33-0(methyl (1R,2S)-2-aminocyclopentane-1-carboxylate)
• 767260-87-7(Cyclopentanecarboxylicacid, 2-amino-5-methyl-, methyl ester, (1R,2S,5S)-rel-)
• 362485-20-9(methyl (1S,2R)-2-aminocyclopentane-1-carboxylate)
• 170421-23-5(methyl trans-2-aminocyclopentanecarboxylate)
• 769894-82-8(Cyclopentanecarboxylicacid, 2-amino-3-methyl-, methyl ester, (1R,2S,3S)-rel-)
• 748743-26-2(Cyclopentanecarboxylicacid, 2-amino-5-methyl-, methyl ester, (1R,2S,5R)-rel-)