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. Author manuscript; available in PMC: 2022 Feb 16.
Published in final edited form as: J Med Chem. 2019 Dec 10;62(24):11280–11300. doi: 10.1021/acs.jmedchem.9b01530

Scheme 1. Synthesis of 5-((Di-tert-butoxyphosphoryl)methyl)-1H-indole-2-carboxylic Acid (41)a.

Scheme 1.

aReagents and conditions: (a) NaH, Boc2O, THF, 0 °C to rt; (b) NBS, Bz2O2, CCl4, reflux, 77% over 2 steps; (c) (t-BuO)2PONa 1.0 equiv of NaH 2.5 equiv, THF, then reflux for 3 h; (d) LiOH, MeOH–THF–H2O, 60 °C.