The Synthetic Routes of 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

The synthesis of new chemical compounds is a crucial aspect of the chemical industry.
It involves the creation of novel molecules with specific properties that can be used in a variety of applications.
One such molecule is 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one.
In this article, we will discuss the synthetic routes of this compound and its significance in the chemical industry.

Overview of the Compound

The compound 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one is a synthetic molecule with a unique structure and properties.
It belongs to a class of compounds known as triazolotriazoles, which are characterized by a triazolone skeleton with one or more nitrogen atoms substituted by triazole groups.

The compound has several interesting properties, such as its asymmetric structure, fluorineContent, and electron-withdrawing groups, which make it a promising candidate for various applications in the chemical industry.

Synthesis of 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

There are several synthetic routes to the compound 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one.
Here, we will discuss two of the most common methods for its synthesis.

Method 1: via 3,5-bis(trifluoromethyl)phenyl)propionamide

The first synthetic route to 5-(((2S,3S)-2-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one starts with the synthesis of 3,5-bis(trifluoromethyl)phenyl)propionamide (1).
This can be achieved through a reaction between 3,5-bis(trifluoromethyl)phenyl)acetamide and propionic anhydride in the presence of a catalytic amount of 1,8-diazabicyclo[5.
4.
0]undec-7-ene (DBU).

The next step involves the protection of the amino group in 3,5-bis(trifluoromethyl)phenyl)propionamide by converting it to its N-tert-butyloxycarbonyl (Boc) derivative using Boc-201 (tert-butyl dimethylsilyl chloride) in the presence of triethylamine.

The resulting Boc-protected derivative (2) is then treated with 1,1'-carbonyldiimidazole (CDI) in the presence of a catalytic amount of 1,5-diazabicyclo[4.
3.
0]non-5-ene (DABCO) to form a new carbon-carbon bond.

The Boc group is then removed by treating the resulting derivative with a mixture of TFA/H