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. 2019 Jul 23;15:1722–1757. doi: 10.3762/bjoc.15.168

Scheme 40.

Scheme 40

Synthesis of (3R,4S)-N3-Boc-3,4-diaminopentanoic acid (3R,4S)-155. Reagents and conditions: a) Ph3P=CHCOOMe, MeOH, 0 °C, 1 h; b) (S)-PhMeCHNH2, MeOH, 50 °C, 7 h; c) H2, Pd(OH)2, MeOH, rt, 4 h then Boc2O, MeOH, rt, 4 h; d) LiOH, MeOH/H2O, reflux, 6 h then Dowex 50W X2-200.