1-[5,6-Dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-3-hydroxy-4-(2,4,5-trifluorophenyl)-1-butanone

CAS: 1253056-01-7

Ref. TR-D461960

Product Information

• Name: 1-[5,6-Dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-3-hydroxy-4-(2,4,5-trifluorophenyl)-1-butanone
• Synonyms: 1-Butanone, 1-[5,6-dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-3-hydroxy-4-(2,4,5-trifluorophenyl)-, 1-[3-(Trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-3-hydroxy-4-(2,4,5-trifluorophenyl)butan-1-one
• Brand: TRC
• Description: Applications 1-[5,6-Dihydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl]-3-hydroxy-4-(2,4,5-trifluorophenyl)-1-butanone is an intermediate in the synthesis of 3-Desamino-2,3-dehydro Sitagliptin (D281985), which is an impurity of Sitagliptin (S491000); a trizolopyrazine dipeptidyl peptidase IV inhibitor. Sitagliptin has recently been approved for the therapy of type II diabetes.References Kim, D., et al.: J. Med. Chem. 48, 141 (2005); Ahren, B., et al.: Eur. J. Pharmacol. 521 164 (2005); Bergman, A., et al: Clin. Ther. 28, 55 (2006)

Chemical properties

• Molecular weight: 408.3
• Formula: C₁₆H₁₄F₆N₄O₂
• Color/Form: White To Off-White
• InChI: InChI=1S/C16H14F6N4O2/c17-10-6-12(19)11(18)4-8(10)3-9(27)5-14(28)25-1-2-26-13(7-25)23-24-15(26)16(20,21)22/h4,6,9,27H,1-3,5,7H2
• InChI key: InChIKey=IQCLIQLFPVKINX-AUURQCFLSA-N
• SMILES: Cc1ccc(S[C@@H]2OC(CO)[C@H](O)C(O)C2O)cc1