The Synthetic Routes of N-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide (Tamibarotene)

Introduction:

Tamibarotene, also known as N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide, is an organic compound that is used in the treatment of cancer, psoriasis, and other inflammatory diseases.
The chemical structure of Tamibarotene is complex and challenging to synthesize, and several synthetic routes have been developed to synthesize it.
In this article, we will discuss the synthetic routes of Tamibarotene in the chemical industry.

Synthetic Route 1: The Steenken-Mukherjee Route

The Steenken-Mukherjee route is a widely used synthetic route for the preparation of Tamibarotene.
This route involves the synthesis of several intermediates, including 2,2-dimethyl-1,3-dioxolan-4-one, N-allyl-N-(2,2-dimethyl-1,3-dioxolan-4-yl)acetamide, and N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide.
The synthesis of these intermediates involves several chemical reactions, including condensation, substitution, and reduction reactions.

Synthetic Route 2: The Kishimoto Route

The Kishimoto route is another synthetic route for the preparation of Tamibarotene.
This route involves the synthesis of several intermediates, including N-bromosuccinimide, N-(1,2-diaminoethane)-N-diethylamine, and N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide.
The synthesis of these intermediates involves several chemical reactions, including condensation, substitution, and reduction reactions.

Synthetic Route 3: The Narasaka Route

The Narasaka route is a synthetic route for the preparation of Tamibarotene that involves the synthesis of several intermediates, including N-(2-methoxyethyl)oxamide, N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amide, and N-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetamide.
The synthesis of these intermediates involves several chemical reactions, including condensation, substitution, and reduction reactions.

Advantages of Tamibarotene:

Tamibarotene has several advantages over traditional chemotherapy drugs.
It has shown promise in clinical trials for treating cutaneous T-cell lymphoma, a type of blood cancer.
Tamibarotene is also effective in treating psoriasis, an autoimmune disorder that causes skin inflammation and scaling.
Additionally, Tamibarotene has fewer side effects than traditional chemotherapy drugs, making it a promising treatment option for cancer patients.

Conclusion:

Tamibarotene is an important synthetic compound that has several potential therapeutic applications in the treatment of cancer, psoriasis, and other inflammatory diseases.
Several synthetic routes have been developed to synthesize Tamibarotene, including the Steenken-Mukherjee route, the Kishimoto route, and the Narasaka route.
The advantages of Tamibarotene, including its effectiveness in treating cancer and psoriasis and its fewer side effects compared to traditional