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. Author manuscript; available in PMC: 2014 Nov 1.
Published in final edited form as: Bioorg Med Chem Lett. 2013 Sep 8;23(21):10.1016/j.bmcl.2013.08.098. doi: 10.1016/j.bmcl.2013.08.098

Scheme 1.

Scheme 1

Synthetic route of β-phospholactam 1: a: (1) acetyl chloride, (2) Br2, (3) MeOH; b: benzylamine, K2CO3, CH3CN; c: NaBH4, EtOH; d: oxalyl chloride, DMSO, dichloromethane, −78 °C; e: dimethyl phosphonate, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), anhydrous THF; f: NaI, acetone; g: acetic anhydride, pyridine; h: Pd-C, H2; i: NaH, 15-crown-5, dichloromethane; j: LiOH, H2O, MeOH.