The Synthetic Routes of Estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, (5α,11β,17β)-

Estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, (5α,11β,17β)- is a synthetic compound that belongs to a class of molecules known as estrogen receptor modulators (ERRs).
These compounds have been the subject of intense research due to their potential therapeutic applications in a variety of diseases, including cancer and metabolic disorders.

There are several synthetic routes to preparing (5α,11β,17β)-estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, but the most commonly used methods are those that involve either a traditional synthesis route or a biotechnological approach.

Traditional synthesis route
The traditional synthesis route to (5α,11β,17β)-estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, involves a multi-step process that typically involves the use of several different chemical reagents.
The process typically begins with the synthesis of the starting material, which is then transformed into the desired compound through a series of chemical reactions.

One example of a traditional synthesis route to (5α,11β,17β)-estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, is as follows:

Step 1: Synthesis of starting material
The starting material for this synthesis route is typically synthesized through a series of chemical reactions using readily available precursors.

Step 2: Condensation reaction
The starting material is then subjected to a condensation reaction, typically using a condensing agent such as dicyclohexylcarbodiimide (DCC) or hydrochloric acid (HCl), to form a new bond between the molecules.

Step 3: Protection of the alcohol function
The alcohol function in the resulting molecule is then protected with a protecting group, such as a cyclic 1,2-ethanediyl acetal, to prevent it from undergoing further reactions.

Step 4: Deprotection and hydrolysis
The protecting group is then removed through a process known as deprotection and hydrolysis, using hydrogen chloride (HCl) or sodium hydroxide (NaOH), respectively.

Step 5: Amide formation
The resulting compound is then transformed into the desired estrogen receptor modulator through a process known as amide formation, using a reagent such as hydrochloric acid (HCl) or a coupling agent such as dicyclohexylcarbodiimide (DCC).

Biotechnological approach
An alternative synthesis route to (5α,11β,17β)-estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal, is through a biotechnological approach using microorganisms.
This method involves the use of microorganisms such as bacteria or yeast to synthesize the desired compound through a series of metabolic transformations.

One example of a biotechnological synthesis route to (5α,11β,17β)-estr-9-en-3-one, 11-[4-(dimethylamino)phenyl]-5,17-dihydroxy-17-(1-propyn-1-yl)-, cyclic 1,2-ethanediyl acetal