1151240-90-2

Basic information

• Product Name: (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate
• Synonyms: (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate
• CAS NO: 1151240-90-2
• Molecular Weight: 261.244
• Mol File: 1151240-90-2.mol

Chemical Properties

• Boiling Point: 331.0±42.0 °C(Predicted)
• Density: 1.253±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate(1151240-90-2)
• EPA Substance Registry System: (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate(1151240-90-2)

Safety Data

• Hazardous Substances Data: 1151240-90-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-Ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and properties allow it to be a valuable building block for the creation of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate is employed as an intermediate for the development of novel agrochemicals. Its incorporation into these products can lead to enhanced efficacy in pest control, crop protection, and other agricultural applications.
(S)-ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate's versatility and the potential for diverse applications across different industries highlight its importance in the fields of pharmaceuticals and agrochemicals. Its role as an intermediate allows for the exploration of new chemical pathways and the creation of innovative products that can address various challenges in healthcare and agriculture.

Upstream product

• 1449289-61-5 C₁₂H₁₄F₃NO₂*C₁₁H₁₃NO₃ 
• 1151240-92-4 ethyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate 
• 1151240-89-9 3-amino-4-(2,4,5-trifluorophenyl)-but-2-enoic acid ethyl ester 

Relevant articles and documents

A NOVEL PROCESS FOR THE PREPARATION OF SITAGLIPTIN

The present invention is directed to a process for the preparation of enantiomerically enriched β-amino acid derivatives which are important chiral building blocks and intermediates in pharmaceuticals. More specifically, the invention pertains to a novel process for practically convenient and economically producing enantiomerically enriched β-amino acid derivatives which are useful for the synthesis of amide inhibitors of dipeptidyl peptidase IV like Sitagliptin, which have been used to treat type 2 diabetes.

Improved enzymatic syntheses of valuable β-arylalkyl-β-amino acid enantiomers

The enantioselective (E～ 200) Burkholderia cepacia-catalysed hydrolyses of β-amino esters with H2O (0.5 equiv.) in t-BuOMe or in i-Pr2O at 45 °C are described. The enantiomers of biologically relevant β-arylalkyl-substituted β-amino acids, and especially (R)-3-amino-3-(2,4,5-trifluorophenyl)butanoic acid, the intermediate of the new antidiabetic drug sitagliptine, were prepared with high enantiomeric excesses (ee≥96%) and in good yields (≥42%). The Royal Society of Chemistry 2010.

PREPARATION OF SITAGLIPTIN INTERMEDIATE

Intermediate compounds in the synthesis of Sitagliptin, 3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and amino protected-3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and the stereoselective reduction of these compound to give Synthon I, or the amino-protected Synthon I, are provided.