The Synthetic Routes of 8-Azabicyclo[3.2.1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)-

8-Azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)- is an important intermediate in the production of various chemicals and pharmaceuticals.
This compound has been synthesized using various routes in the chemical industry.
Some of the most commonly used synthetic routes are through the intermediate of 8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl- and its previous forms such as 3-exo-8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl- and sodium 3-exo-8-azabicyclo[3.
2.
1]octane-3-thiolate.

One of the most commonly used methods for the synthesis of 8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)- is the Stoddard reaction.
This reaction involves the reduction of 2,4-dinitrophenyl-S-methyl thiolate with lithium aluminum hydride in the presence of a solvent such as THF or ether.
This reaction is highly exothermic and requires careful handling.
The product is then treated with hydrochloric acid to form the desired hydrochloride salt.

Another route for the synthesis of 8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)- is through the intermediate of 3-exo-8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-.
This intermediate can be synthesized through the reduction of 3-exo-8-nitro-7-aza-bicyclo[2.
2.
1]heptane-3-thione using sodium dithionite in the presence of a solvent such as DMF or DMSO.
The product is then treated with sodium hydroxide to remove the nitro group and then with hydrochloric acid to form the desired hydrochloride salt.

Yet another route for the synthesis of 8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)- is through the intermediate of sodium 3-exo-8-azabicyclo[3.
2.
1]octane-3-thiolate.
This intermediate can be synthesized by the reaction of 3-exo-8-nitro-7-aza-bicyclo[2.
2.
1]heptane-3-thione with sodium in the presence of a solvent such as DMF or DMSO.
The product is then treated with hydrochloric acid to form the desired hydrochloride salt.

Overall, there are several synthetic routes available for the synthesis of 8-azabicyclo[3.
2.
1]octane-3-thiol, 8-methyl-, hydrochloride (1:1), (3-exo)-, and the choice of route depends on various factors such as the availability of starting materials and the desired yield and purity of the final product.
The Stoddard reaction is one of the most commonly used methods, but the other routes also offer viable options.
The use of proper protective equipment and safety measures is important when handling the reagents and intermediates in these synthetic routes.