(S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid, CAS No. 922178-94-7

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922178-94-7

Catalog No. EBD2231

CAS 922178-94-7

Name (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid

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Basic Information

Synonyms: Boc-(S)-3-Amino-4-(2,4,5-Trifluorophenyl)-butyricacid (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoicacid boc-(s)-3-amino-4-(2,4,5-trifluoro-phenyl)-butyricacid (betas)-beta-[[(tert-butoxy)carbonyl]amino]-2,4,5-trifluorobenzenebutanoicacid (s)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoicacid 3-amino-5-(tert-butoxy)-5-oxo-4-(2,4,5-trifluorophenyl)pentanoicacid boc-(s)-3-amino-4-(2,4,5-rifluoro-phenyl)-butyricacid (s)-3-(boc-amino)-4-(2,4,5-trifluorophenyl)butanoicacid (s)-sitagliptinn-boc-acidimpurity (s)-n-boc-3-amino-4-(2,4,5-trifluorophenyl)butanoicacid

Molecular Formula: C15H18F3NO4

Molecular Weight: 333.3

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

Product Description:

(S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid is a chiral, Boc-protected amino acid derivative. It features a 2,4,5-trifluorophenyl group and a butanoic acid chain, with the amino functionality protected by a tert-butoxycarbonyl (Boc) group. This compound is a white to off-white solid. This molecule is a key synthetic intermediate in pharmaceutical research and development. Its primary and well-documented application is in the synthesis of Sitagliptin, a leading dipeptidyl peptidase-4 (DPP-4) inhibitor used for the treatment of type 2 diabetes. The chiral center and the specific fluorinated aromatic moiety are crucial structural elements for the biological activity of the final API. The Boc protecting group facilitates the selective manipulation of the molecule during the multi-step synthesis of the drug. As a specialized building block, it is not a generic reagent but a high-value intermediate designed for a specific drug synthesis pathway. Its use is almost exclusively tied to the production of Sitagliptin and its analogs, underscoring its role as a critical, application-specific chiral synthon in medicinal chemistry.

Physical Properties

Boiling Point: 443.1 °C at 760 mmHg

Flash Point: 221.8 °C

Density: 1.292