Molecular things you want Molecular things you have ? chemists.

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Presentation transcript:

Molecular things you want Molecular things you have ? chemists

Molecular things you want Molecular things you have Nam Le

Synthesis Requires Two Things 1. a library of reactions 2. a strategy or plan for combining known reactions to reach known reactions to reach the desired target molecule the desired target molecule 3. and a little luck always helps

goal (a desired molecular structure)

goal subgoal-1asubgoal-1b subgoal-2asubgoal-2b subgoal-3asubgoal-3b Work the problem from the final goal toward the reactants. Have a library of reactions that connect a goal to a subgoal.

Work the problem from the final goal toward the reactants. Have a library of reactions that connect a goal to a subgoal. Using your knowledge of each reaction select the best pathway as your solution to the synthetic problem.

Work the problem from the final goal toward the reactants. Have a library of reactions that connect a goal to a subgoal. Using your knowledge of each reaction select the best pathway as your solution to the synthetic problem.

Discodermolide The result of biological studies stimulated considerable interest in discodermolide as a possible immunosuppressant. Subsequently studies demonstrated discodermolide is a potent cell growth inhibitory agent, which arrests cell development at the M phase by binding and stabilizing mitotic spindle microtubules. Thus, the ability of (+)-1 to inhibit cell growth was suggested to resemble the clinically proven anticancer agent Taxol.

Discodermolide isolated from a marine sponge

Discodermolide Some problems with pharmaceuticals from natural sources: Quantities can be very limited. More active structural variants are not available from nature. The isolation process can be very expensive. Industrial production can destroy valuable ecosystems.

Discodermolide Some problems with pharmaceuticals from natural sources: Quantities can be very limited. More active structural variants are not available from nature. The isolation process can be very expensive. Industrial production can destroy valuable ecosystems.

Discodermolide isolated from a marine sponge

Discodermolide chemical synthesis available chemicals

Discodermolide chemical synthesis

commercially available

General Scheme of a new reaction:

Example. : muscalure, the sex attractant of the common housefly

General Reaction Scheme of a new reaction:

Work the problem from the final goal toward the reactants. Have a library of reactions that connect a goal to a subgoal. Using your knowledge of each reaction select the best pathway as your solution to the synthetic problem. Problems in synthetic chemistry

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