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[Note: This article is a general overview of the production process of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid and should not be taken as specific industrial process information.
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[(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid, also known as Compound X, is a phosphoramidate (PR) compound that has been shown to have potent in vitro and in vivo activity against Mycobacterium tuberculosis, the causative agent of tuberculosis (TB).
Its chemical structure is shown below:
The production process of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid involves several steps, including the synthesis of the starting materials, the formation of the intermediate compounds, and the final synthesis of the target compound.
In this article, we will provide a general overview of the production process of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid, highlighting the key steps and challenges involved in the process.
Step 1: Synthesis of Starting Materials
The synthesis of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid requires several starting materials, which must be synthesized before the synthesis of the target compound can begin.
One of the key starting materials is 6-aminopurine, which is synthesized using a multi-step process that involves the condensation of diamine and α-aminooxy acid.
The synthesis of 6-aminopurine is a complex process that requires careful control of reaction conditions to ensure the production of a pure and potent material.
Step 2: Formation of Intermediate Compounds
Once the starting materials have been synthesized, the next step in the production process is the formation of intermediate compounds.
One of the key intermediate compounds in the synthesis of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid is the oxime intermediate, which is synthesized by reacting 6-aminopurine with an appropriate alkyl halide in the presence of a catalyst, such as copper(I) iodide.
The reaction conditions must be carefully controlled to ensure the formation of a pure and stable oxime intermediate.
Step 3: Synthesis of Target Compound
The final step in the production process of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid is the synthesis of the target compound.
This step involves the condensation of the oxime intermediate with [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]acetate using a suitable condensation agent, such as dicyclohexylcarbodiimide (DCC) and hydroxyquinoline (HQ).
The reaction must be carefully monitored to ensure that the reaction is complete and that no excess reagents are used.
Challenges in the Production Process
The production process of [(2S)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid is complex and requires careful control of reaction conditions to ensure the production of a pure and potent material.
Some of the challenges that may be encountered during the production process include:
- Synthesis of Pure Starting Materials: The synthesis of pure starting materials is critical to the success of the production process.
Any impurities in the starting materials can affect the yield and purity of the final product.
Therefore, rigorous quality control measures must be