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. Author manuscript; available in PMC: 2023 Aug 8.
Published in final edited form as: J Med Chem. 2022 Aug 19;65(17):11788–11817. doi: 10.1021/acs.jmedchem.2c00909

Scheme 4.

Scheme 4.

Synthesis of 4-and 5-substituted alkynyl analogs. For the 4-position, aldehyde (11) was converted to alkene (49) or alkyne (51) through Wittig reaction or through Seyferth-Gilbert homologation respectively. For the 5-substituted analogs, lack of available building blocks with appropriate functionality at the 5 position makes the synthesis a more challenging task. Blocking of the 2-position through a Suzuki reaction proved to be the optimum choice.