The Production Process of 7-DEAZA-7-IODO-2'-DEOXYADENOSINE

7-Deaza-7-iodo-2'-deoxyadenosine (also known as 7-nitro-2'-deoxyadenosine or 7-N2-dA) is a synthetic nucleoside that is commonly used in the field of chemical synthesis and pharmaceutical research.
It is a modified version of the naturally occurring nucleoside adenosine, with the alteration of a nitro group and an iodine atom attached to the 7-position of the base.

The production process of 7-Deaza-7-iodo-2'-deoxyadenosine involves several steps, including synthesis of the starting materials, purification, and finally, the synthesis of the nucleoside itself.

The synthesis of 7-Deaza-7-iodo-2'-deoxyadenosine starts with the synthesis of the starting material, 2-chloro-5-nitrobenzoic acid.
This compound is then treated with sodium hydroxide to form the corresponding sodium salt, which is then reduced with aluminum powder and hydrogen chloride to form 2-aminobenzoic acid.

Next, the 2-aminobenzoic acid is treated with a mixture of sodium hydroxide and oleum (a mixture of sulfuric acid and hydrogen peroxide) to form the corresponding sodium salt of 2-nitrophenol.
This salt is then treated with sodium nitrite and sodium hydride to form the corresponding nitrophenyl nitrite.

The nitrophenyl nitrite is then treated with sodium hydroxide and sodium iodide to form 2-iodo-5-nitrobenzoic acid.
This acid is then treated with sodium hydride and sodium hydroxide to form the corresponding sodium salt of 2-iodo-5-nitrobenzoic acid.

The next step in the synthesis of 7-Deaza-7-iodo-2'-deoxyadenosine is the formation of the nucleoside itself.
The 2-iodo-5-nitrobenzoic acid is treated with sodium hydroxide and sodium iodide, and then coupled with the appropriate starting material (such as adenine) in the presence of a coupling agent (such as hydroxylimine) and a base (such as sodium carbonate) to form the desired nucleoside.

Once the 7-Deaza-7-iodo-2'-deoxyadenosine has been synthesized, it is typically purified using a variety of techniques, such as recrystallization, chromatography, and mass spectrometry.
The pure nucleoside is then stored and used as needed in further synthetic reactions or in pharmaceutical research.

In summary, the production process of 7-Deaza-7-iodo-2'-deoxyadenosine involves several steps, starting with the synthesis of the starting material, 2-chloro-5-nitrobenzoic acid, and ending with the purification and storage of the synthesized nucleoside.
The synthesis of the starting material and the purification of the synthesized nucleoside are both critical steps in ensuring the quality and purity of the final product.