1253055-98-9

Basic information

• Product Name: (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
• Synonyms: (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
• CAS NO: 1253055-98-9
• Molecular Weight: 433.316
• Mol File: 1253055-98-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one(1253055-98-9)
• EPA Substance Registry System: (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one(1253055-98-9)

Safety Data

• Hazardous Substances Data: 1253055-98-9(Hazardous Substances Data)

Usage

Description

(R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one is a complex organic molecule characterized by its trifluoromethyl and trifluorophenyl groups attached to a central azido and pyrazin-7(8H)-yl moieties. This highly fluorinated and functionalized aromatic compound features a ketone group, a triazolopyrazine ring, and a butanone moiety, which may contribute to its potential applications in various scientific fields.

Uses

Used in Medicinal Chemistry:
(R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one is used as a building block or intermediate for the synthesis of novel pharmaceutical compounds due to its unique structure and reactivity.
Used in Pharmaceutical Chemistry:
In the pharmaceutical industry, (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one may be utilized as a key component in the development of new drugs, particularly those targeting specific biological receptors or pathways.
Used in Materials Science:
(R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one could be employed as a component in the creation of advanced materials with specialized properties, such as high chemical stability or specific interactions with other molecules.
Used in Agrochemical Research:
Within the agrochemical sector, (R)-3-azido-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one may serve as a starting point for the design of new pesticides or herbicides, leveraging its unique chemical features to target specific pests or weeds effectively.

Upstream product

• 1329036-54-5 C₁₀H₇ClF₃N₃O 
• 762240-92-6 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 
• 1293293-73-8 (3R)-3-azido-4-(2,4,5-trifluorophenyl)-butyric acid 
• 1329036-41-0 C₁₂H₁₃F₃O₃S 
• 1329036-44-3 (3R)-3-azido-(2,4,5-trifluorophenyl)butyric acid (R)-methylbenzylamine salt 
• 1283096-74-1 (S)-3-hydroxy-4-(2,4,5-trifluorophenyl)butanenitrile 
• 868071-17-4 3(S)-4-(2,4,5-trifluorophenyl)-3-hydroxybutanoic acid 
• 1352613-29-6 (S)-ethyl 3-hydroxy-4-(2,4,5-trifluorophenyl)butanoate 
• 1352613-30-9 (S)-3-hydroxy-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-4-(2,4,5-trifluorophenyl)butan-1-one 
• 1352613-31-0 (S)-3-(methanesulfonyloxy)-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one 
• 486460-32-6 sitagliptin 
• 1293293-71-6 (2R)-1-(2,4,5-trifluorophenyl)-4-pentene-2-ol 
• 1293293-72-7 (2S)-1-(2-azido-4-pentenyl)-2,4,5-trifluorobenzene 
• 1283096-72-9 (2S)-2-(2,4,5-trifluorobenzyl)-oxirane 

Downstream Products

• 1253056-00-6 (R)-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 methanesulfonate 
• 486460-32-6 sitagliptin 
• 654671-78-0 (2R)-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-amine phosphate 

Relevant articles and documents

Modular click chemistry libraries for functional screens using a diazotizing reagent

Click chemistry is a concept in which modular synthesis is used to rapidly find new molecules with desirable properties1. Copper(i)-catalysed azide–alkyne cycloaddition (CuAAC) triazole annulation and sulfur(vi) fluoride exchange (SuFEx) catalysis are widely regarded as click reactions2–4, providing rapid access to their products in yields approaching 100% while being largely orthogonal to other reactions. However, in the case of CuAAC reactions, the availability of azide reagents is limited owing to their potential toxicity and the risk of explosion involved in their preparation. Here we report another reaction to add to the click reaction family: the formation of azides from primary amines, one of the most abundant functional groups5. The reaction uses just one equivalent of a simple diazotizing species, fluorosulfuryl azide6–11 (FSO2N3), and enables the preparation of over 1,200 azides on 96-well plates in a safe and practical manner. This reliable transformation is a powerful tool for the CuAAC triazole annulation, the most widely used click reaction at present. This method greatly expands the number of accessible azides and 1,2,3-triazoles and, given the ubiquity of the CuAAC reaction, it should find application in organic synthesis, medicinal chemistry, chemical biology and materials science.

PROCESSES FOR PREPARING 4-OXO-4-[3-(TRIFLUOROMETHYL)-5,6- DIHYDRO [L,2,41-TRIAZOLO[43-A]PYRAZIN-7(8H)-YL]-L-(2,4,5- TRIFLUOROPHENYL)BUTAN-2-AMINE

The present invention relates to synthesis of 4-oxo-4-[3-(trifluoromethyl)-5,6- dihydro [l,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl]-l-(2,4,5-trifluorophenyl)butan-2- amine of Formula (I) either in its racemic (R/S) form or any of its optically active (S) or (R) forms or enantiomeric excess mixture of any of the forms by novel processes. The invention further relates to certain novel intermediates useful in the preparation of compound of Formula (I) and processes for their preparation.

Process for the synthesis of beta-amino acids and derivatives thereof

The present invention relates to a process for the preparation of β-amino acids and derivatives thereof, which is especially suited for gliptins and particularly sitagliptin. A key step makes use of suitably derivatized epoxides or aziridines, which owing to a chirality provides a source of chirality for intermediates which are suitable for building up β-amino acids and similar compounds, in particular in the construction of the sitagliptin molecule.