The Synthetic Routes of 6''-AMINO-1,2,3,4-TETRAHYDROQUINOLINE

The synthesis of 6''-amino-1,2,3,4-tetrahydropyrazine, also known as 6'''-amino-1,2,3,4-tetrahydropyrazine-2,6-diamine or simply 6'''-amino-tetrahydropyrazine, is an important task in the chemical industry.
This compound is a versatile building block for the synthesis of a variety of chemicals, drugs, and materials.

There are several synthetic routes to 6'''-amino-tetrahydropyrazine, each with its own advantages and disadvantages.
This article will discuss some of the most commonly used synthetic routes to this compound.

1. Hydrogenation of N-benzyloxycarbonyl-L-phenylalanine to 6'''-amino-tetrahydropyrazine

One of the most commonly used synthetic routes to 6'''-amino-tetrahydropyrazine involves the hydrogenation of N-benzyloxycarbonyl-L-phenylalanine to 6'''-amino-tetrahydropyrazine.
This route involves several steps, including the protection of the amino group of L-phenylalanine as its benzyloxycarbonyl derivative, followed by hydrogenation of the benzyloxy group to the corresponding alcohol.
The resulting compound is then treated with a strong acid to cleave the benzyloxycarbonyl group, followed by nucleophilic substitution with an amine to form the final product.

2. Reduction of N-(2-chloro-6-methoxyphenyl)amino-L-alanine to 6'''-amino-tetrahydropyrazine

Another synthetic route to 6'''-amino-tetrahydropyrazine involves the reduction of N-(2-chloro-6-methoxyphenyl)amino-L-alanine to the final product.
This route involves several steps, including the protection of the amino group of L-alanine as its N-(2-chloro-6-methoxyphenyl)amide, followed by reduction of the nitro group to the corresponding amine.
The resulting compound is then treated with a strong acid to cleave the N-(2-chloro-6-methoxyphenyl) group, followed by nucleophilic substitution with an amine to form the final product.

3. Hydrolysis of N-benzyl-N-(2-chloro-6-methoxyphenyl)amine to 6'''-amino-tetrahydropyrazine

Yet another synthetic route to 6'''-amino-tetrahydropyrazine involves the hydrolysis of N-benzyl-N-(2-chloro-6-methoxyphenyl)amine to the final product.
This route involves the protection of the amino group of N-benzylamine as its N-benzyl-N-(2-chloro-6-methoxyphenyl)amide, followed by hydrolysis of the benzyl group to the corresponding alcohol.
The resulting compound is then treated with a strong acid to cleave the N-(2-chloro-6-methoxyphenyl) group, followed by nucleophilic substitution with an amine to form the final product.

4. Direct Amination of N-benzyl-D-alanine to 6'''-amino-tetrahydropyrazine

A direct synthetic route to 6'''-amino-tetrahydropyrazine involves the direct amination of N-benzyl-D-alanine to the final product.
This route involves the protection of the carboxyl group of D-alan