Figures & data
Scheme 1. Synthesis of 1,4-disubstituted β-lactams: (i) NaBH4, MeOH, 0–20 °C, 3 h; (ii) carboxilic acid, DCC, DMAP (catal.), DCM, 20 °C, 24 h; (iii) acid chloride, pyridine or DMAP, DCM, 20 °C, 24 h; (iv) ClO-(CH2)2-CH=CH2, pyridine, DCM, reflux, 24 h; (v) ClCO-(CH2)2-CH=CH2, LiHMDS, THF-DMF, −78–20 °C, 1 h. See for yields of 4 and 2.
![Scheme 1. Synthesis of 1,4-disubstituted β-lactams: (i) NaBH4, MeOH, 0–20 °C, 3 h; (ii) carboxilic acid, DCC, DMAP (catal.), DCM, 20 °C, 24 h; (iii) acid chloride, pyridine or DMAP, DCM, 20 °C, 24 h; (iv) ClO-(CH2)2-CH=CH2, pyridine, DCM, reflux, 24 h; (v) ClCO-(CH2)2-CH=CH2, LiHMDS, THF-DMF, −78–20 °C, 1 h. See Table 1 for yields of 4 and 2.](/cms/asset/00af04f9-fd32-42fb-9eb3-a2a4b6bdee1c/ienz_a_837900_f0004_b.jpg)
Table 1. Yields of compounds (%) of the .
Table 2. hFAAH and hMAGL inhibition.
Figure 6. Binding mode 1 of 1a and 2a in the active site of hFAAH. Hydrogens were removed for clarity.
![Figure 6. Binding mode 1 of 1a and 2a in the active site of hFAAH. Hydrogens were removed for clarity.](/cms/asset/5f896d06-aa9c-4628-9256-d0307013c09c/ienz_a_837900_f0007_b.jpg)