1253055-92-3

Basic information

• Product Name: Methyl 3-aMino-4-(2,4,5-trifluorophenyl)butanoate
• Synonyms: Methyl 3-aMino-4-(2,4,5-trifluorophenyl)butanoate
• CAS NO: 1253055-92-3
• Molecular Formula: C₁₁H₁₂F₃NO₂
• Molecular Weight: 247.2136896
• Mol File: 1253055-92-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 3-aMino-4-(2,4,5-trifluorophenyl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-aMino-4-(2,4,5-trifluorophenyl)butanoate(1253055-92-3)
• EPA Substance Registry System: Methyl 3-aMino-4-(2,4,5-trifluorophenyl)butanoate(1253055-92-3)

Safety Data

• Hazardous Substances Data: 1253055-92-3(Hazardous Substances Data)

Usage

General Description

Methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate is a chemical compound belonging to the class of organic compounds known as benzene and substituted derivatives. It is characterized by its chemical structure which includes a benzene ring where one or more hydrogen atoms have been substituted. Its specific structure includes a trifluorophenyl group, denoting the presence of three fluorine atoms on a phenyl group, and a butanoate group, indicating an ester with four carbon atoms. This implies that this compound is involved in a number of chemical reactions including amino reactions, esterification, and halogenation. However, detailed information about the use, properties, and toxicity of this particular compound is not widely available, suggesting that it might be a subject of niche or emerging research.

Upstream product

• 67-56-1 methanol 
• 1352613-28-5 2,4,5-trifluorobenzene magnesium chloride 
• 367-23-7 1,2,4-trifluorobenzene 
• 1260029-44-4 (E)-4-(2,4,5-trifluoro-phenyl)-but-2-enoic acid methyl ester 
• 1402569-27-0 methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(2,4,5-trifluorophenyl)-butanoate 
• 1117-71-1 methyl-4-bromo-2-butenoate 
• 327-52-6 1-bromo-2,4,5-trifluorobenzene 
• 764667-64-3 5-(1-hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 209995-38-0 (2,4,5-trifluorophenyl)acetic acid 
• 769195-26-8 4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester 
• 881995-70-6 (2Z)-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoic acid methyl ester 

Downstream Products

• 1253055-94-5 (R)-(-)-mandelic acid salt of (R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate 
• 1253055-93-4 (1R)-(-)-camphorsulfonic acid salt of (R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate 
• 486460-00-8 (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid 
• 486460-32-6 sitagliptin 
• 486460-23-5 (R)-tert-butyl 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-ylcarbamate 
• 881995-69-3 (R)-3-amino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester 
• 1217854-08-4 (S)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid 
• 1169707-34-9 (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 
• 486459-71-6 Sitagliptin hydrochloride 
• 1283583-85-6 racemic 3-amino-4-(2,4,5-trifluorophenyl)butanoic acid 
• 1449289-64-8 C₁₁H₁₂F₃NO₂*C₁₄H₁₉NO₃ 

Relevant articles and documents

Method for synthesizing sitagliptin intermediate

The invention relates to a method for synthesizing a sitagliptin intermediate. The method is characterized in that asymmetric reduction ammonification of a compound of formula II and ammonia or ammonium salt in the presence of a chiral phosphorus coordinated transition metal catalyst in an appropriate organic solvent containing an acidic additive to obtain a compound of formula I. The R- or S- configuration of a stereocenter is represented by *, and the formula I with the R configuration can be used to prepare sitagliptin. A reaction equation is shown in the description; and R and R in the reaction equation are respectively independently selected from hydrogen, C1-C12 linear or branched alkyl groups, C3-C12 cycloalkyl groups, C2-C12 alkene groups, C2-C12 alkynyl groups and C7-C12 arylalkyl groups. The method has the advantages of high yield and ee% value, mild reaction conditions, simple operation, convenient purification, low production cost, environmental protection, and suitableness for industrial production.

PREPARATION OF SITAGLIPTIN INTERMEDIATES

The invention relates to the preparation of chiral compounds, in particular to the preparation of chiral compounds which may be used as intermediates for the preparation of anti-diabetic agents, preferably sitagliptin.

SITAGLIPTIN SYNTHESIS

The present invention relates to novel processes for the preparation of enantiomerically enriched β-amino acid derivatives such as β-amino esters useful for the synthesis of enantiomerically enriched biologically active molecules such as sitagliptin. The key step involves the resolution of the racemate with mandelic acid.