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This fifth round of golf concerns the synthesis of
(−)-α-(3,4-Dimethoxyphenethylaminomethyl)-4-hydroxybenzylalcohol (denopamine), a synthetic drug indicated for use in the treatment of angina.
The challenge is to propose a route to denopamine. You may start with anything that has less than 10 carbons, but it must be available in the Sigma-Aldrich catalogue. A method should also be included to set the oxymethine stereocentre (no buying it!).
Given the relative simplicity of the target and the need for large quantities of the drug, consideration to step count and scalability should also be taken.