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Tert-Butyl [(1R,2S,5S)-2-Amino-5-[(Dimethylamino)C2-5]Chloride], also known as Carbetocin, is a synthetic peptide that mimics the structure of carboxylic acid in the body.
It is commonly used as an intermediate in the synthesis of various chiral pharmaceuticals, and is widely used in the chemical industry for its unique properties.
The synthesis of Carbetocin involves a multi-step process, where several protecting groups are installed and removed to create the desired structure.
The protecting groups used in the synthesis of Carbetocin are responsible for preventing undesired reactions, and are crucial for the purity of the final product.
The synthesis of Carbetocin begins with the synthesis of a protected amino acid, such as 2-chloro-N-(t-butyldimethylsilyl)acetamide.
This protected amino acid is then coupled with another protected amino acid, such as 2-chloro-N-(t-butyldimethylsilyl)propionamide, to form a dipeptide.
This dipeptide is then treated with a strong acid to remove the protecting group, resulting in the formation of a free amino group.
The next step in the synthesis of Carbetocin involves the installation of a new protecting group, such as a t-butyldimethylsilyl (TBDMS) group, to the amino nitrogen atom.
This is accomplished through a reaction with a compound such as TBDMS-Cl.
The TBDMS group is relatively stable and is relatively easy to install and remove, making it ideal for use as a protecting group in the synthesis of Carbetocin.
In the final step of the synthesis of Carbetocin, the TBDMS group is removed, resulting in the formation of the final product, tert-Butyl [(1R,2S,5S)-2-amino-5-[(dimethylamino)C2-5]Chloride.
This step typically involves treatment with a strong base, such as sodium hydroxide, followed by acid hydrolysis.
Carbetocin is an important intermediate in the synthesis of various chiral pharmaceuticals, as it can be used to create a wide range of different structures.
It is also used as a building block for the synthesis of other peptides, as well as for the synthesis of natural products and other organic compounds.
In conclusion, the synthesis of Carbetocin is an important process in the chemical industry, as it provides a versatile building block for the synthesis of various chiral pharmaceuticals.
The use of protecting groups is crucial for the purity of the final product, and the selection of appropriate protecting groups is critical for the synthesis of Carbetocin.
With the proper selection of protecting groups, Carbetocin can be synthesized with high yield and purity, making it an essential intermediate in the synthesis of many important pharmaceuticals.