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(Methoxymethyl)triphenylphosphonium chloride is used as a phase transfer catalyst and in the synthesis of taxol-A fragment. It is widely used in the synthesis of pharmaceutical product cephalotaxine, which is used as an antiviral and antitumor agent.
Wittig reaction (see Appendix 1) of the derived phosphorane with aldehydes and ketones gives enol ethers, readily hydrolyzed to homologous aldehydes. For an example (adamantanone to adamantanecarboxaldehyde), see: Chem. Ber., 95, 2514 (1962). For use of the reaction in the synthesis of hydroisoquinoline AMPA antagonists, see: J. Med. Chem., 39, 2219 (1996). Reaction with chiral 2,3-epoxyaldehydes provides an enantioselective synthesis of (E)-4-hydroxyalkenes: J. Chem. Soc., Chem. Commun., 232 (1993)./n
Lee, K.; Poudel, Y. B.; Glinkerman, C. M.; Boger, D. L. Total synthesis of dihydrolysergic acid and dihydrolysergol: development of a divergent synthetic strategy applicable to rapid assembly of D-ring analogs. Tetrahedron 2015, 71 (35), 5897-5905.
Yu, Q.; Ma, S. An Enantioselective Synthesis of (R)-5,6-Octadecadienoic Acid. Eur. J. Org. Chem. 2015, 2015 (7), 1596-1601.
Hazard Statements: H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.