1242069-63-1

Basic information

• Product Name: (R)-benzyl (4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
• Synonyms: (R)-benzyl (4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
• CAS NO: 1242069-63-1
• Molecular Weight: 541.453
• Mol File: 1242069-63-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-benzyl (4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-benzyl (4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate(1242069-63-1)
• EPA Substance Registry System: (R)-benzyl (4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate(1242069-63-1)

Safety Data

• Hazardous Substances Data: 1242069-63-1(Hazardous Substances Data)

Upstream product

• 327-52-6 1-bromo-2,4,5-trifluorobenzene 
• 1242069-62-0 (S)-benzyl 1-iodo-4-oxo-4-(3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazin-7-yl)butan-2-ylcarbamate 
• 1242069-64-2 (S)-2-(benzyloxycarbonylamino)-4-oxo-4-(3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazin-7-yl)butyl methanesulfonate 
• 1246960-25-7 (R)-3-(((benzyloxy)carbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid 
• 762240-92-6 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 
• 100-51-6 benzyl alcohol 
• 651047-33-5 3-(2,4,5-trifluorophenyl)propanoic acid 
• 1407666-61-8 (R)-t-butyl 4-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-oxo-3-(2,4,5-trifluorobenzyl)butanoate 
• 1407666-67-4 (R)-4-(t-butoxy)-4-oxo-2-(2,4,5-trifluorobenzyl)butanoic acid 
• 1407666-72-1 (R)-tert-butyl 3-(((benzyloxy)carbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoate 
• 1407666-56-1 (S)-4-benzyl-3-(3-(2,4,5-trifluorophenyl)propanoyl)oxazolidin-2-one 
• 486460-21-3 3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine 
• 1407666-69-6 C₁₅H₁₆F₃NO₃ 
• 1102373-43-2 C₉H₆ClF₃O 

Downstream Products

• 486460-32-6 sitagliptin 

Relevant articles and documents

PROCESS FOR THE PRODUCTION OF SITAGLIPTIN

A novel process is described for the synthesis of Sitagliptin, IUPAC name 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, of formula (I).

PREPARATION METHOD OF INTERMEDIATE OF SITAGLIPTIN

The present invention provides a method which enables the simple, economical and high-yield production which is a key intermediate of antidiabetic drug Januvia.

PROCESS FOR THE PREPARATION OF A CHIRAL BETA AMINOACID DERIVATIVE AND INTERMEDIATES THEREOF

It comprises a process for the preparation of sitagliptin, or its pharmaceutically acceptable salts, or its solvates, including hydrates, comprising: a) coupling an halo-2,4,5-trifluorobenzene with a compound of formula (IV) to give N-protected sitagliptin; the coupling being carried out via the formation of an organocupric compound of the halo-2,4,5-trifluorobenzene or, alternatively, via the formation of a organozinc compound of a compound of formula (IV); where R1 is hydrogen or an amino protective group; R2 is an amino protective group; or alternatively R1 and R2 taken together form a phtalimido group; X is Br or I; and Y is Br, I or R3SO3- wherein R3 is (C1-C4)- alkyl, phenyl, or phenyl mono- or disubstituted by a (C1-C4)-alkyl radical; b) submitting the N-protected sitagliptin to a deprotection reaction; and c) optionally its conversion into a pharmaceutically acceptable salt. It also comprises new intermediate compounds useful in such preparation process.