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. Author manuscript; available in PMC: 2010 May 27.
Published in final edited form as: J Am Chem Soc. 2009 May 27;131(20):7175–7181. doi: 10.1021/ja901307m

Scheme 2.

Scheme 2

Preparation of 5 and assembly of core polyamide 2.a

aReagents: (i) DMF, DIEA, PyBOP, (R)-3,4-Cbz-Dbu(Boc)-OH (8), 23°C, 8 h, 95%; (ii) 4.0 M HCl in 1,4-dioxane, 23°C, 16 h, 99%; (iii) DMF, DIEA, PyBOP, 3, 23°C, 2 h, 97%; (iv) KOH (aq), MeOH, 1,4-dioxane, 42°C, 2 h, 92%; (i) DMF, DIEA, PyBOP, 4, 23°C, 10 h, 96%.