Cas no 1367877-92-6 (rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid)

rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid structure
1367877-92-6 structure
Product Name:rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid
CAS No:1367877-92-6
MF:C8H14O3
MW:158.194962978363
MDL:MFCD30347827
CID:5238070
PubChem ID:122155902
Update Time:2025-05-26

rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Cyclopropanecarboxylic acid, 2-(1,1-dimethylethoxy)-, (1R,2R)-rel-
    • rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid
    • MDL: MFCD30347827
    • Inchi: 1S/C8H14O3/c1-8(2,3)11-6-4-5(6)7(9)10/h5-6H,4H2,1-3H3,(H,9,10)/t5-,6-/m1/s1
    • InChI Key: DDPPJEZOTLIJIK-PHDIDXHHSA-N
    • SMILES: [C@@H]1(C(O)=O)C[C@H]1OC(C)(C)C

rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid Pricemore >>

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rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid
1367877-92-6 95%
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Additional information on rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid

Recent Advances in the Application of rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid (CAS: 1367877-92-6) in Chemical Biology and Pharmaceutical Research

The compound rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid (CAS: 1367877-92-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This chiral cyclopropane derivative, characterized by its tert-butoxy and carboxylic acid functional groups, has been explored as a key intermediate in the synthesis of bioactive molecules and as a modulator of biological pathways. Recent studies have highlighted its role in the development of novel enzyme inhibitors and its utility in asymmetric synthesis, making it a valuable tool for drug discovery and development.

One of the most notable applications of rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid is its use in the synthesis of protease inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy as a building block for the development of selective inhibitors targeting viral proteases, including those associated with SARS-CoV-2. The study revealed that the cyclopropane ring's rigidity and the tert-butoxy group's steric effects contribute to enhanced binding affinity and selectivity, offering a promising avenue for antiviral drug design.

In addition to its therapeutic potential, rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid has been employed in the field of chemical biology as a probe for studying enzyme mechanisms. Researchers have utilized its chiral center to investigate stereoselective enzymatic reactions, providing insights into the structural determinants of enzyme-substrate interactions. For instance, a recent study in ACS Chemical Biology reported the use of this compound to elucidate the mechanism of action of cyclopropane-containing natural product biosynthetic enzymes, shedding light on their catalytic versatility.

The synthetic accessibility of rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid has also been a focus of recent research. Advances in catalytic asymmetric synthesis have enabled the efficient production of enantiomerically enriched forms of this compound, as described in a 2022 publication in Organic Letters. These methodologies, which often employ transition metal catalysts or organocatalysts, have improved the scalability and sustainability of its production, facilitating its broader application in pharmaceutical research.

Looking ahead, the versatility of rac-(1R,2R)-2-(tert-butoxy)cyclopropane-1-carboxylic acid is expected to drive further innovation in drug discovery and chemical biology. Ongoing research is exploring its potential in targeted drug delivery systems and as a scaffold for the development of multifunctional therapeutics. With its demonstrated utility in diverse applications, this compound remains a focal point for interdisciplinary research at the intersection of chemistry, biology, and medicine.

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