The Synthetic Routes of N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Synthetic Route of N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine: An Overview

N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, also known as Compound 1, is a synthetic chemical compound that is used in the pharmaceutical industry.
This compound is a representative of a class of molecules known as HIV-1 protease inhibitors, which are widely used in the treatment of HIV infection.
The synthetic route of Compound 1 is complex and involves several steps, which require specialized equipment and expertise.
In this article, we will provide an overview of the synthetic routes of N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, including the chemical reactions involved and the advantages and disadvantages of each route.

Step 1: Boc-Protection of Amine

The first step in the synthetic route of N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine involves the Boc-protection of the amine function.
This is accomplished by treating the amine with di-tert-butyl dicarbonate (Boc2O) in the presence of a catalyst, such as hydrochloric acid.
The Boc group is a protecting group that prevents the amine from undergoing further reactions, such as hydrolysis or substitution reactions.
The Boc protection can be removed in a later step using a chemical deprotection reaction.

Step 2: formation of the Piperidinyl Moiety

The next step in the synthetic route of N-Methyl-N-[(3R,4R)-4-methyl-1-(phenylmethyl)-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine involves the formation of the piperidinyl moiety.
This is typically accomplished by treating the amine with a reactive piperidine derivative, such as 4-chloromethyl piperidine, in the presence of a catalyst, such as triphenylphosphine.
This reaction results in the formation of a new pipe