The Synthetic Routes of Defluoro Aprepitant

Defluoro aprepitant is a synthetic chemical compound that is used as an antiemetic drug.
It is primarily used to prevent nausea and vomiting associated with cancer chemotherapy and radiation therapy.
Defluoro aprepitant is a derivative of aprepitant, which is a substance that is known to have antiemetic properties.
The synthetic routes of Defluoro aprepitant are many and varied, and the one used will depend on the starting materials and the desired product.

One synthetic route for Defluoro aprepitant involves the use of fluoroacetamide as a starting material.
This route begins by treating fluoroacetamide with an alkali metal hydroxide, such as sodium hydroxide, to form an intermediate compound known as N-hydroxy-N-(2-(2,3-dihydro-1H-inden-4-ylamino)acetamido)fluoride.
This intermediate is then treated with a chlorinating agent, such as phosphorus trichloride, to form N-chloro-N-(2-(2,3-dihydro-1H-inden-4-ylamino)acetamido)fluoride.
This compound is then treated with an alkali metal hydroxide, such as potassium hydroxide, to form N-hydroxy-N-(2-(2,3-dihydro-1H-inden-4-ylamino)acetamido)fluoride.
This compound is then treated with a reducing agent, such as lithium aluminum hydride, to form N-[2-(2,3-dihydro-1H-inden-4-ylamino)acetyl]fluoride.
This is the final product, Defluoro aprepitant.

Another synthetic route for Defluoro aprepitant involves the use of aprepitant as a starting material.
This route begins by treating aprepitant with an alkali metal hydroxide, such as sodium hydroxide, to form an intermediate compound known as N-hydroxy-N-(1H-indol-4-ylamino)fluoride.
This intermediate is then treated with an chlorinating agent, such as phosphorus trichloride, to form N-chloro-N-(1H-indol-4-ylamino)fluoride.
This compound is then treated with an alkali metal hydroxide, such as potassium hydroxide, to form N-hydroxy-N-(1H-indol-4-ylamino)fluoride.
This compound is then treated with a reducing agent, such as lithium aluminum hydride, to form N-[1H-indol-4-ylamino]fluoride.
This intermediate compound is then treated with a fluorinating agent, such as fluorine gas, to form N-[2-(2,3-dihydro-1H-inden-4-ylamino)acetyl]fluoride, the final product, Defluoro aprepitant.

Yet another synthetic route for Defluoro aprepitant involves the use of a mixed anhydride as a starting material.
This route begins by treating indoline-2,3-dione with an aldehyde, such as benzaldehyde, to form a mixed anhydride known as N-(2,3-dihydro-1H-inden-4-ylidene)-N-(benzaldehyde)imide.
This mixed anhydride is then treated with a fluorinating agent, such as fluorine gas, to form N-[2-(2,3-dihydro-1H-inden-4-ylamino)-N-(benzaldehyde]imide.
This compound is then treated with a reducing agent, such as lithium aluminum hydride, to form N-[2-(2,3-dihydro-1H-inden-4-ylamino)acetyl]imide.
This is the final product, Defluoro aprepitant.

Regardless of the starting material and the synthetic route used, the synthesis of Defluoro aprepitant requires a high degree of purity and