(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

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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 p-toluenesulfonate is a chiral fluorinated cyclopropylamine salt, specifically the p-toluenesulfonate salt of trans-2-fluorocyclopropylamine. It is a white to off-white crystalline powder. The compound features a cyclopropane ring substituted with both an amine and a fluorine atom, with the (1R,2S) configuration indicating its specific stereochemistry. This compound is a crucial chiral building block in pharmaceutical synthesis. Its primary application is as a key intermediate in the production of antiviral drugs, most notably for the synthesis of bictegravir, a potent integrase strand transfer inhibitor used in combination therapies for the treatment of HIV-1 infection. The fluorinated cyclopropylamine moiety is essential for the drug's biological activity and metabolic stability. As a high-value chiral synthon, it is typically used in advanced stages of API manufacturing. Its synthesis and handling require controlled conditions due to its sensitivity and the importance of maintaining its stereochemical purity for final drug efficacy.

Physical Properties

Boiling Point: 418.2 °C at 760 mmHg

Flash Point: 206.7 °C