1169707-34-9

Basic information

• Product Name: (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate
• Synonyms: (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate
• CAS NO: 1169707-34-9
• Molecular Weight: 467.371
• Mol File: 1169707-34-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate(1169707-34-9)
• EPA Substance Registry System: (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate(1169707-34-9)

Safety Data

• Hazardous Substances Data: 1169707-34-9(Hazardous Substances Data)

Upstream product

• 64-19-7 acetic acid 
• 762240-92-6 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 
• 1283583-85-6 racemic 3-amino-4-(2,4,5-trifluorophenyl)butanoic acid 
• 1253055-92-3 methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate 
• 764667-65-4 1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione 
• 847445-81-2 dehydrositagliptin 
• 486460-32-6 sitagliptin 

Relevant articles and documents

Direct asymmetric reductive amination

(Chemical Equation Presented) Asymmetric reductive amination of β-keto amides catalyzed by the chiral catalyst Ru(OAc)2 ((R)-dm-segphos) produces unprotected β-amino amides with high yields and high enantioselectivities (94.7-99.5% ee). This "one-pot" methodology is general in substrate scope and has been successfully employed to produce sitagliptin with 99.5% ee and 91% assay yield. The excellent reaction efficiency is attributed to the remarkable tolerance to high concentrations of ammonium ion, the high chemoselectivity, and the high enantioselectivity (99.5% ee) of the Ru catalyst system.

NEW CRYSTALLINE SALT FORMS OF A 5,6,7,8-TETRAHYDRO-1,2,4- TRIAZOLO[4,3-A]PYRAZINE DERIVATIVE

This invention provides novel crystalline acid salt forms of 7-[(3R)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine, i.e. sitagliptin, to processes for their preparation and isolation, and to pharmaceutical compositions comprising the same.

PROCESSES FOR THE PREPARATION OF SITAGLIPTIN AND PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF

There is provided salts and polymorphs of sitagliptin, processes for the preparation thereof, and pharmaceutical compositions comprising the same.