Abstract

A practical and enantioselective synthetic method for tapentadol has been described. Starting from inexpensive and readily available (E)-3-(3-(benzyloxy)phenyl)acrylic acid, tapentadol was prepared in seven steps (44% overall yield and 99.9% de) in more than 100g batches, without any chromatographic purification. An Evans’ chiral auxiliary based conjugate addition and alkylation were used as the key steps.

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