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The Synthetic Routes of (2R)-2-(4-Hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide: A Review
In the chemical industry, the development of new and efficient synthetic routes is a continuous process.
The demand for new and innovative chemical compounds is constantly increasing, and researchers are always looking for new ways to meet these demands.
One such compound is (2R)-2-(4-hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide, which has a wide range of potential applications in various fields.
This article provides a review of the synthetic routes that have been reported in the literature for this compound.
- Hydroxyphenylglycine-based Synthesis
One of the most commonly reported synthetic routes for (2R)-2-(4-hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide is through the use of hydroxyphenylglycine as a starting material.
This can be achieved through a two-step synthesis involving the reaction of β-alanine with para-toluenesulfonic acid and then with chloroacetic acid.
The intermediate product can then be cyclized under basic conditions to form the desired compound.
- Epoxidation of α-Amino Acids
Another reported synthetic route involves the epoxidation of α-amino acids, such as l-phenylalanine, to form the intermediate epoxide.
This epoxide can then be coupled with another epoxide, such as the epoxide of γ-butyrolactone, to form the desired compound.
This synthesis can be carried out using reagents such as hydrogen peroxide and sodium hydroxide under controlled conditions.
- Cycloalkanone-based Synthesis
A cycloalkanone-based synthesis has also been reported in the literature for the synthesis of (2R)-2-(4-hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide.
This involves the use of 1,4-cyclohexanedione as a starting material, which can be converted into the desired compound through a series of chemical reactions.
- Pivat-Alabama Reaction
The Pivat-Alabama reaction is another reported synthetic route for the synthesis of (2R)-2-(4-hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]hept-6-yl]-(2R)-2-(4-hydroxyphenyl)glycinamide.
This reaction involves the use of an aldehyde and a secondary amine to form an oxime, which can then be reduced to form the desired compound.
- Application of the Synthesized Compound
The synthesized compound (2R)-2-(4-hydroxyphenyl)glycyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia