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(1R,2S)-2-iodocyclopropane-1-carboxylic acid

Category:

Intermediates&Fine Chemicals

CAS NO:

1449201-26-6

Standard:

In-house Standards,

Price Range:

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Chemvon Biotechnology Co., Ltd.

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Basic Info

CAS Number

1449201-26-6

Pharmacopoeia

In-house Standards

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Samples Provided

Product Description

CAS NO: 1449201-26-6
Purity: 98% min
Specification: g1,5g1,00g1,500g1,kg1
Price: Negotiate

AI Product Description

*The following content is generated by AI and is for reference only.

(1R,2S)-2-Iodocyclopropane-1-carboxylic acid is a specialized chiral building block widely utilized in modern organic synthesis and medicinal chemistry. With the molecular formula C4H5IO2 and a precise molecular weight of approximately 236.98 g/mol, this compound features a strained cyclopropane ring substituted with both an iodine atom and a carboxylic acid group at specific stereocenters. The (1R,2S) configuration denotes its absolute stereochemistry, making it an enantiomerically pure substance essential for asymmetric synthesis where spatial arrangement dictates biological activity. While a specific CAS registry number is not universally standardized for every commercial batch without supplier verification, it is generally associated with distinct identifiers used by major chemical suppliers to differentiate this specific isomer from its diastereomers or racemic mixtures. The primary utility of this molecule lies in its role as a versatile intermediate for constructing complex pharmaceutical scaffolds. The presence of the carbon-iodine bond provides a highly reactive site for transition-metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura, Stille, or Negishi couplings. These transformations allow chemists to efficiently attach diverse aryl or alkyl groups to the cyclopropane core, facilitating the rapid generation of structural diversity libraries. Furthermore, the carboxylic acid functionality offers a convenient handle for amide bond formation, enabling the conjugation of amino acids, peptides, or other bioactive moieties. This dual reactivity makes the compound particularly valuable in the development of novel antiviral agents, anticancer drugs, and agrochemicals that require rigid, three-dimensional structures to enhance binding affinity and metabolic stability. Due to the high energy of the cyclopropane ring, derivatives synthesized from this precursor often exhibit unique conformational constraints that can mimic natural product geometries. Researchers frequently employ this material in process chemistry to optimize synthetic routes for advanced therapeutic candidates. Its availability in high optical purity ensures reproducibility in research settings, supporting the rigorous standards required in drug discovery pipelines. As a key reagent in heterocyclic synthesis and fragment-based drug design, (1R,2S)-2-iodocyclopropane-1-carboxylic acid remains an indispensable tool for chemists aiming to innovate in the field of small-molecule therapeutics.