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. 2019 Nov 25;62(24):11335–11347. doi: 10.1021/acs.jmedchem.9b01666

Scheme 1. Synthesis of the Novel Spermine Analogues 3 and 4 from Amino Alcohols.

Scheme 1

Reagents and conditions: (a) CbzCl, H2O, NaHCO3, THF. (b) (1) MsCl, Et3N, C6H6, Et2O; (2) LiN3, MeOH, Δ. (c) (1) Ph3P, THF, Δ; (2) 40% aq H2NCH3, THF. (d) NsCl, CH2Cl2, Et3N. (e) (1) J(CH2)4J, DMF, K2CO3, 45 °C; (2) PhSH, DMF, K2CO3. (f) H2/Pd, AcOH, MeOH.