Chemistry 3393A/B Lecture Notes - Lecture 16: Anticholinergic, Phenyl Group, Racemic Mixture
8 Apr 2017
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Topic p: tropane alkaloids: common core, two evolutionary pathways, two classes. This topic is not covered in the textbook. Read referenced articles if interested (only material discussed in class will be examinable) Furthermore, it has an amine in the ring system. This is called a [3. 2. 1] bicyclic system this (cid:862)(cid:1007). (cid:1006). (cid:1005)(cid:863) tells us a(cid:271)out the (cid:272)o(cid:374)figuratio(cid:374) of the t(cid:449)o ri(cid:374)gs i(cid:374) the system. The seven-membered big ring is bridged by the nitrogen, via the two bridge-head atoms (in blue). This structure can be drawn in two other conformations which are similar to the chair/boat conformations of ring stuctures. Tropane alkaloids (a. k. a. tropanes) are subcategorized into two groups: Solanaceous tropanes: derived from solanaceous plants such as tomatoes. Tropine core: tropane with the oh facing down. Coca tropanes: derived from coca plants which is also used as source for cocaine. Ecgonine core: tropane with an oh facing up, and an additional cooh group on the adjacent carbon.
