Week 3: Extending Reactions forward

The reactions completed in the past week displayed some results that are useful in making the primary steps more efficient as well as providing an insight on how to move forward. It was observed in the previous week that the pyrrole condensation using the isomer or mixed product resulted in a much lower yield than previous runs. In order to test if the mixed material was the reason for this, two of the same reaction were re-run, each starting with a purified isomer. The result of this was one isomer was preferential for the condensation reaction, resulting in a 75% yield. The other isomer only produced a 13% yield. While there were some issues with the starting material in the second isomer, the efficiency of the two reactions is displayed clearly by the yields. This understanding of purified starting material for the pyrrole condensation will hopefully allow a more efficient reaction on a larger scale.

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Week 2: Successes and Challenges in Initial Reactions

This week in lab provided both challenges and successes in my project. The goal for the week was to produce enough of the core material so that I could run new reactions in the upcoming weeks. While I was able to synthesize the product, the yield for the three reactions was smaller than hoped for and set me back a little bit. However, the point of research is to try many things in order to determine what works best, so the bumps in the road will help me to determine efficiency for these reactions.

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Week 1: Introduction and First reactions

The first week of working in the lab has been useful in displaying the physical and mental challenges of lab work. I have been working in this lab throughout the year for about 4-7 hours per week. Shifting to working 8 hours a day, 5 days a week in the lab has been a challenge but helpful in its own way. It has allowed me more time to learn the basics of the environment and develop my skills when running reactions. The first day consisted of training and prepping the lab for the week ahead. The next day, we jumped right in and started running reactions.

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Abstract:The synthesis of a pyrrolodiketopiperazine and its derivatives

The goal of my research is the synthesis of a pyrrolodiketopiperazine through sequential aldol, pyrrole condensations. A pyrrole is a useful molecule and has many known properties that allow it to be a great reactive material. It is a very common structure to see in natural products and the derivatives of pyrroles have many known biomedical properties, including antiviral and anticancer activity. It is stable on its own but is also quite versatile in other forms.[1] In addition, diketopiperazine is another useful molecule that is frequently used and seen in natural molecules. They are commonly used in research because they can be manipulated into many things from their basic structure and they have biological activity.[2] The desired product for my research is a ring system which fuses these two structures together into the molecule pyrrolodiketopiperazine. The combination of these two molecules creates a structure which has fascinating connections to natural products and allows the synthesis of these biomolecules in an easier way. The active properties of this core would allow me to move forward to synthesizing known natural products used in medicine as well as produce an effective reaction progression for this process. The advancement of the current procedure is to create a multi-step process that will effectively produce some actual, known structures that are found in nature which could be beneficial to multiple areas of chemistry. The creation of an easier and more efficient pathway to this core structure would be beneficial, as pyrroles and diketopiperazines are sought after materials for the synthesis of many molecules.

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