(1R,2S)-2-Fluorocyclopropylamine tosylate, CAS No. 143062-84-4

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143062-84-4

Catalog No. EBD5617

CAS 143062-84-4

Name (1R,2S)-2-Fluorocyclopropylamine tosylate

Purity ≥99%

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Basic Information

Synonyms: (1R,2S)-2-Fluorocyclopropylaminetosylate (1R,2S)-2-Fluorocyclopropanamine4-methylbenzenesulfonate Cyclopropanamine,2-fluoro-,(1R,2S)-,4-methylbenzenesulfonate(1:1) (1R,2S)-Fluorocyclopropylaminetosylate (1R,2S)-2-Fluorocyclopropan-1-aminetosylate cyclopropanamine,2-fluoro-,(1r,2s)-,4-methylbenzenesulfonate (1r,2s)-4-methylbenzenesulfonate-2-fluoro-cyclopropanamine (2-fluorocyclopropyl)amino4-methylbenzene-1-sulfonate

Molecular Formula: C10H14FNO3S

Molecular Weight: 247.29

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

(1R,2S)-2-Fluorocyclopropylamine tosylate is a chiral, fluorinated cyclopropylamine derivative, typically supplied as a tosylate salt for enhanced stability and handling. Its structure features a cyclopropane ring with a fluorine atom and an amine group in a specific (1R,2S) stereochemistry, making it a key building block in asymmetric synthesis. This compound is primarily utilized as a critical intermediate in the synthesis of quinolone and fluoroquinolone antibiotics, such as moxifloxacin and its analogs. The (1R,2S)-2-fluorocyclopropylamine moiety is incorporated into the C-7 position of the quinolone core, significantly enhancing antibacterial activity and pharmacokinetic properties. Its chiral purity is essential for the efficacy and safety of the final drug substance. Beyond its pharmaceutical role, it serves as a versatile chiral amine building block in organic synthesis, particularly for constructing complex molecules requiring a fluorinated cyclopropane fragment. The tosylate salt form facilitates its use in nucleophilic substitution reactions under mild conditions.

Physical Properties

Boiling Point: 418.2 °C at 760 mmHg

Flash Point: 206.7 °C

Analytical Data

Purity: ≥99%