Overview
7. Look at Scheme 1 and the synthesis of compound 9. Why is the synthesis of compound 9 not ideal in the context of industrial chemistry? (2 marks)
8. Why did compound 3 require chromatography for purification? (1 mark) Why is chromatography disfavored in industrial processes? (2 marks)
9. Why is the presence of a chromophore helpful during chemical synthesis? (2 marks)
10. Look at Figure 3 and compound 17. Was compound 17 a desired product? (1 mark) How was compound 17 made? (2 marks) Why was the formation of compound 17 problematic? (2 marks)
11. Figure 6 shows 5 impurities that were identified during the synthesis of lactam 25. A lactam is a cyclic amide. Circle the amide functional group in lactam 25. (1 mark) Speculate how each of the by-products might be formed. (10 marks – 2 per impurity)
12. Scheme 7 shows the route to compound 8. How many stereocenters are present in compound 8 (2 marks) Identify the stereocenters as R or S. (4 marks – show your working!)
13. Why was compound 8 preferred as an intermediate in the synthesis of Lufotrelvir. (2 marks)
14. What is MEK? (1 mark) Draw the structure (1 mark). Why is MEK used so much in the synthesis of Lufotrelvir? (2 marks)
15. What is an anti-solvent? (2 marks)
16. What was used as an anti-solvent in the synthesis of compound 2? (1 mark)
17. Why did the authors spend so much effort getting to compound 2? What was special about compound 2? (4 marks)
18. During the development of Lufotrelvir, various synthetic routes were developed to access the target material. Provide 4 reasons, as stated in the manuscript, why different synthetic routes were required.