Enantiospecific Synthesis of (R)‐3‐Amino‐4‐(2,4,5‐trifluorophenyl)butanoic Acid Using (S)‐Serine as a Chiral Pool |
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| Authors: | Aytekin Köse Özlem Gündo?du Derya Akta? Meryem F?st?kç? Ramazan Altunda? Hasan Seçen Yunus Kara |
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| Affiliation: | Department of Chemistry, Faculty of Sciences, Atatürk University, TR‐25240 Erzurum, (fax:+90‐442‐2360948) |
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| Abstract: | Starting from (S)‐serine, a new method was developed for the synthesis of the β‐amino acid part of sitagliptin in ten steps and with an overall yield of 30%. The crucial step of the synthesis was the ring opening of N‐ and O‐protected (R)‐aziridin‐2‐methanol with (2,4,5‐trifluorophenyl)magnesium bromide to give N‐ and O‐protected (R)‐2‐amino‐3‐(2,4,5‐trifluorophenyl)propan‐1‐ol. |
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| Keywords: | Sitagliptin (S)‐Serine Butanoic acid (R)‐3‐amino‐4‐(2 4 5‐trifluorophenyl)‐ Aziridine |
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