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Synthesis of ( R )‐3‐( tert ‐Butoxycarbonylamino)‐4‐(2,4,5‐trifluorophenyl)butanoic Acid, a Key Intermediate, and the Formal Synthesis of Sitagliptin Phosphate by Kurella Sreenivasulu; Pramod S. Chaudhari; Srinivas Achanta; Abhishek Sud; Vilas Dahanukar; Christopher J. Cobley; Fiona Llewellyn‐Beard; Rakeshwar Bandichhor is a Chemistry article available to read on EtoBox.
What is Synthesis of ( R )‐3‐( tert ‐Butoxycarbonylamino)‐4‐(2,4,5‐trifluorophenyl)butanoic Acid, a Key Intermediate, and the Formal Synthesis of Sitagliptin Phosphate about?
## Abstract An alternate formal synthesis of Sitagliptin phosphate is disclosed from 2,4,5‐trifluorobenzadehyde in 8 linear steps with an overall yield of 31%. The chiral β‐amino acid moiety present in sitaglitpin is installed via an asymmetric hydrogenation followed by a stereoselective Hofmann rearrangement as the key steps. The key chiral intermediate Boc‐amino acid 1 prepared by this novel route was further converted to Sitagliptin phosphate following the known literature protocol.
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- Author
- Kurella Sreenivasulu; Pramod S. Chaudhari; Srinivas Achanta; Abhishek Sud; Vilas Dahanukar; Christopher J. Cobley; Fiona Llewellyn‐Beard; Rakeshwar Bandichhor
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); Wiley - V C H Verlag GmbbH & Co.; Wiley (ISSN 1861-4728)
- Published
- 2020
- Language
- EN
- Field
- Chemistry (Physical Sciences)