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Synthesis (A) and mechanism of inhibition (B) of the peptide vinyl sulfones. (A) PyBOP, DIEA, CH3NHOCH3, CH2Cl2; (B) LAH, Et2O (C) (EtO)2P(O)CH2S(O)2CH3, NaH; TsOH, Et2O; (E) DCC, HOBT, DMF; (F) 20% K2CO3/MeOH; (G) PyBOP, DIEA, CH2Cl2; (H) TsOH, Et2O (I) Biotin-NP ester, DMF, DIEA; (J). 4-Hydroxy-3-iodo-5-nitrophenylacetic acid, PyBOP, DIEA, CH2Cl2; (K) 4-hydroxy-3-nitrophenylacetic acid, PyBOP, DIEA, CH2Cl2; (L) Na125I, Iodogen.
