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  Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
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  Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
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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

Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate: A Comprehensive Overview

Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate, also known by its CAS number 107259-05-2, is a versatile compound with significant applications in organic synthesis and medicinal chemistry. This compound is characterized by its unique structure, which combines a cyclopropane ring with a tert-butoxycarbonyl (Boc) protecting group. The Boc group, a common protecting group in peptide synthesis, plays a crucial role in stabilizing the amine functionality during various chemical transformations. Recent studies have highlighted its potential in the development of bioactive molecules and advanced materials.

The synthesis of Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate involves a multi-step process that typically begins with the preparation of the cyclopropane ring. This is often achieved through [2+1] cycloaddition reactions or other cyclopropanation techniques. The subsequent introduction of the Boc group is carried out under mild conditions to ensure the stability of the intermediate. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing the overall cost and environmental impact of the process.

One of the most notable applications of Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate is in the field of drug discovery. Its cyclopropane ring imparts unique electronic and steric properties, making it an attractive scaffold for designing bioactive compounds. For instance, researchers have explored its use as a building block for developing inhibitors of key enzymes involved in cancer progression. The Boc group's ability to protect the amine functionality during these reactions has been instrumental in achieving high yields and purity levels.

In addition to its role in medicinal chemistry, Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate has found applications in materials science. Its rigid structure and reactivity make it a promising candidate for synthesizing advanced polymers and nanomaterials. Recent studies have demonstrated its potential as a precursor for self-healing polymers, which can autonomously repair damage caused by mechanical stress or environmental factors.

The toxicological profile of Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate has also been extensively studied to ensure its safe handling and use in industrial settings. According to recent research, the compound exhibits low acute toxicity when administered via various routes, including oral and dermal exposure. However, prolonged or repeated exposure may lead to cumulative effects, necessitating proper safety precautions during synthesis and application.

Looking ahead, Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate is expected to play an increasingly important role in both academic research and industrial applications. Its compatibility with modern synthetic methodologies and its ability to serve as a versatile building block make it a valuable asset in the chemist's toolkit. As research continues to uncover new properties and applications, this compound will undoubtedly contribute to advancements across multiple disciplines.

• 178602-41-0(Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-,1,1-dimethylethyl ester, (S)-)
• 1263046-12-3(Boc-a-Me-D-Gly(Allyl)-OEt)
• 922340-47-4(Cyclopropanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2,2-dimethyl-, ethyl ester)
• 610786-83-9(Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethyl-, methylester)
• 88950-64-5(1-{[(tert-butoxy)carbonyl]amino}cyclopropane-1-carboxylic acid)
• 922340-09-8(Cyclopropanecarboxylic acid,1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-methyl-, ethyl ester,(1R,2R)-rel-)
• 148930-74-9(Cyclopropanecarboxylicacid, 1-[[(1-methylethoxy)carbonyl]amino]-, methyl ester)
• 168892-91-9(Cyclohexanecarboxylic acid, 4-amino-1-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester, cis-)
• 391678-38-9(Hexanoic acid,(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-2-formylbutyl ester)
• 66494-26-6(methyl 1-{(tert-butoxy)carbonylamino}cyclopropane-1-carboxylate)