| 1. What was the first thing you focused on to guide your development of a pathway(s)? | |
| E1 | The readily susceptible parts of the molecule to metabolism are the ester linkage (hydrolysis), C-C1 bond cleavage (hydrolysis), and hydration of the acetylenic function group to make a carbonyl carbon |
| E2 | Ester Cleavage, because it should be easily done.
2 weak bonds--amide & ester. |
| E3 | Answers to 1 and 2. (of check list) were positive. |
| E4 | Look for common/rapid reaction --- Are moieties/features present? (=ester, amide, beta-oxidation, unsubstituted aromatic rings, etc) |
| 2. How did you proceed after your initial focus point? | |
| E1 | After ester hydrolysis, either dechlorination or acetylenic hydration might occur. The carbonyl carbon would form adjacent to the carbon bearing a hydroxyl group to avoid generating an alpha-halo ketone (and to generate an alpha-keto acid, eventually). |
| E2 | Dioxygenations will take care of the aromatic compound. Not sure how to attack the acetylene bond, but it must be eliminated somehow. |
| E3 | Proceeded to question 8 and 8a, which were also positive. |
| E4 | "Erosion" of molecule to "core" structure(aromatic rings,
etc.). How did I proceed after initial focus point? (see work sheet instruction) bullet #1 Yes, #2 Yes, #3 No, #4 Yes, #5 No, and #6 Yes, (Natural selection) |