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Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate

Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate Structure
CAS No.
769195-26-8
Chemical Name:
Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate
Synonyms
RETAG-003;Sitagliptin-10;Sitagliptin Impurity 55;Sitagliptin EP Impurity 17;3-oxo-4-(2,4,5-trifluorophenyl;Methyl 3-oxo-4-(2,4,5-trifluorophenyl);Methyl 2,4,5-trifluoro-b-oxo-benzenebutanoate;Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate;Benzenebutanoicacid,2,4,5-trifluoro-b-oxo-,Methylester;2,4,5-Trifluoro-β-oxo-benzenebutanoic Acid Methyl Ester
CBNumber:
CB01010402
Molecular Formula:
C11H9F3O3
Molecular Weight:
246.19
MOL File:
769195-26-8.mol
MSDS File:
SDS
Modify Date:
2024/3/22 17:12:53

Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate Properties

Melting point 40-41 °C
Boiling point 273.3±35.0 °C(Predicted)
Density 1.330±0.06 g/cm3(Predicted)
refractive index 1.469
Flash point 115.5±20.8 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9.95±0.46(Predicted)
color Pale Yellow to Light Yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301+H311-H315-H319
Precautionary statements  P501-P270-P264-P280-P337+P313-P305+P351+P338-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P405
HS Code  2918300090

Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate Chemical Properties,Uses,Production

Chemical Properties

Off-white solid

Uses

Methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate is a useful synthetic intermediate in the synthesis of Sitagliptin (S491000); a trizolopyrazine dipeptidyl peptidase (DPP) IV inhibitor for the treatment of type II diabetes.

Preparation

The preparation of methyl 3-Oxo-4-(2,4,5-trifluorophenyl)butanoate is as follows:Stage 1: (2,4,5-trifluorophenyl)acetic acid With 1,1'-carbonyldiimidazole In acetonitrile for 3.5h;Stage 2: monomethyl monopotassium malonate With triethylamine; magnesium chloride In acetonitrile at 50℃; for 8h;Stage 3: In acetonitrile at 30℃; for 26h.

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3-OXO-4-(2,4,5-TRIFLUORO-PHENYL)-BUTYRIC ACID METHYL ESTER 2,4,5-TRIFLUORO-BETA-OXO-BENZENEBUTANOIC ACID METHYL ESTER Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate 4-(2,4,5 )triflorophenyl 3-oxobutanoic acid, Methy ester 3-oxo-4-(2,4,5-trifluorophenyl Benzenebutanoicacid,2,4,5-trifluoro-b-oxo-,Methylester Methyl 2,4,5-trifluoro-b-oxo-benzenebutanoate Methyl 3-oxo-4-(2,4,5-trifluorophenyl) RETAG-003 Sitagliptin Impurity 55 4-(2,4,5-trifluoro-phenyl)-3-oxo-butyric acid methyl ester Sitagliptin-10 3-oxo-4-(2,4,5-trifluorophenyl)butanoic acid methyl ester Benzenebutanoic acid, 2,4,5-trifluoro-β-oxo-, methyl ester Sitagliptin EP Impurity 17 2,4,5-Trifluoro-β-oxo-benzenebutanoic Acid Methyl Ester ethyl (S)-3-acetamido-4-(2,4,5-trifluorophenyl)butanoate 769195-26-8