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Synthesis of Chiral Drugs Group Members: Lim Seok Ting 10S76 Angie Phua 10S7A. What is our project about?. Synthesis of Phytophthora insect mating hormone Phytophthora: devastating plant pathogens Causes substantial yield losses in agricultural crops worldwide.
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Synthesis of Chiral DrugsGroup Members: Lim Seok Ting 10S76 Angie Phua 10S7A
What is our project about? • Synthesis of Phytophthora insect mating hormone • Phytophthora: devastating plant pathogens • Causes substantial yield losses in agricultural crops worldwide
What is our project about? (Cont’d) • Synthetic insecticide that can effectively kill pests • Hormone introduced during sexual reproduction of Phytophthora • 20-step complex process • Unique insecticide: exhibits various chiral properties and chiral centres
Thin Layer Chromatography (TLC) • Similar to paper chromatography • Carried out on a piece of glass coated with a thin layer of silica gel • Technique used to separate mixtures and identify compounds • Used to monitor reactions
Monitoring Reactions Reactants Product Pencil Line Reactant Spot Product Spot Co-spot Spot
How It Works? • Different compound have different solubility in various solvents (Hexane : Ethyl Acetate 1:1) • Silica Gel – SiO2 • Si-O Bonds – Polar • Substance is highly polar interact with silica gel travel a shorter distance • Substances non-polar travel a longer distance up TLC plate
Flash Column Chromatography • Used to purify chemical compounds, isolate desired products from mixtures (usually carried out after TLC analysis) • Utilizes a glass column filled silica gel • Sample to be separated placed on top • Flushed with solvent (hexane: EA 1:2) • External pressure applied solvent runs through the column compounds become separated
Experimental Setup Mobile Phase Stationary Phase
How it Works? • Stationary Phase VS Mobile Phase • Individual components are retained by the stationary phase differently • separate from each other while running at different speeds through the column. • At the end of the column, they elute one at a time. • Eluent is collected in a series of fractions.
Rotary Evaporator • Used for removal of solvents from samples (usually done after Column Chromatography) • Via Evaporation and Condensation • Low pressures in evaporator lowers boiling point of solvents
Video for simplicity • http://www.youtube.com/watch?v=dKQIdSDso5E&feature=related
Further research work • Ongoing research work • Continue attachment at NTU (Nov-Dec) • Focus on synthesis of mating hormone using 20-step process