Cas no 1000535-88-5 (2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid)

2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid is a protected amino acid derivative featuring a cyclopropane ring and a tert-butoxycarbonyl (Boc) group. The Boc moiety provides stability under basic and nucleophilic conditions while allowing selective deprotection under acidic conditions, making it valuable in peptide synthesis and medicinal chemistry applications. The cyclopropane scaffold introduces conformational rigidity, which can enhance binding affinity and metabolic stability in drug design. This compound serves as a versatile intermediate for constructing constrained peptidomimetics or bioactive molecules. Its carboxylic acid functionality enables further derivatization via amidation or esterification, facilitating integration into complex molecular architectures. The product is typically used in research settings requiring controlled amine protection and stereochemical precision.
2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid structure
1000535-88-5 structure
Product Name:2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid
CAS No:1000535-88-5
MF:C10H17NO4
MW:215.24628329277
CID:5250413
Update Time:2025-05-25

2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid
    • rel-(1R,2R)-2-[[[(1,1-Dimethylethoxy)carbonyl]amino]methyl]cyclopropanecarboxylic acid
    • (1S,2S)-2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropane-1-carboxylic acid
    • starbld0018341
    • AT35259
    • PB48847
    • SB40871
    • SY099368
    • trans-2-[(Boc-amino)methyl]cyclopropanecarboxylic Acid
    • 2-(BOC-AMINOMETHYL)CYCLOPROPANE-1-CARBOXYLIC ACID
    • 2-[(tert-Butoxycarbonylamino)methyl]cyclopropanecarb
    • Inchi: 1S/C10H17NO4/c1-10(2,3)15-9(14)11-5-6-4-7(6)8(12)13/h6-7H,4-5H2,1-3H3,(H,11,14)(H,12,13)
    • InChI Key: ZVABYODYESELSO-UHFFFAOYSA-N
    • SMILES: OC(C1CC1CNC(=O)OC(C)(C)C)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 5
  • Complexity: 269
  • XLogP3: 0.8
  • Topological Polar Surface Area: 75.6

2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid Pricemore >>

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Additional information on 2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid

2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic Acid: A Comprehensive Overview

The compound 2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid, identified by the CAS number 1000535-88-5, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural features and potential applications in drug discovery and development. The molecule's structure, which includes a cyclopropane ring, a carboxylic acid group, and a tert-butoxycarbonyl (Boc) protected amino group, makes it a versatile building block for various chemical modifications.

Recent studies have highlighted the importance of cyclopropane-containing compounds in medicinal chemistry. The cyclopropane ring in this compound contributes to its rigidity and unique electronic properties, which are crucial for interactions with biological targets. The presence of the Boc group provides an additional layer of functionality, allowing for controlled deprotection during synthesis. This feature is particularly valuable in peptide synthesis and the development of bioactive molecules.

One of the most notable applications of this compound is its role as an intermediate in the synthesis of complex molecules. Researchers have utilized its structure to develop novel antibiotics, antiviral agents, and anticancer drugs. For instance, a study published in Nature Communications demonstrated how this compound can be used as a precursor for designing inhibitors targeting specific enzymes involved in cancer progression.

The synthesis of 2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid involves a multi-step process that combines principles from organic synthesis and catalysis. Key steps include the formation of the cyclopropane ring through [2+1] cycloaddition reactions and the subsequent introduction of the Boc-protected amino group. These steps require precise control over reaction conditions to ensure high yields and purity.

In terms of biological activity, this compound has shown promise in preclinical studies. Its ability to modulate cellular pathways makes it a candidate for further investigation in therapeutic areas such as inflammation, neurodegenerative diseases, and infectious diseases. A recent study published in Journal of Medicinal Chemistry explored its potential as an anti-inflammatory agent, demonstrating significant reduction in cytokine production in vitro.

The integration of computational chemistry techniques has further enhanced our understanding of this compound's properties. Molecular docking studies have revealed potential binding modes with target proteins, providing insights into its mechanism of action. Additionally, quantum chemical calculations have shed light on its electronic structure and reactivity, aiding in the design of more potent derivatives.

In conclusion, 2-(((tert-Butoxycarbonyl)amino)methyl)cyclopropanecarboxylic acid represents a valuable tool in modern organic chemistry and pharmacology. Its unique structure, versatile functional groups, and promising biological activity position it as a key player in the development of innovative therapeutic agents. As research continues to uncover new applications and mechanisms, this compound will undoubtedly remain at the forefront of scientific exploration.

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