NB-598 synthesis

Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: n-BuLi / diethyl ether / 0.5 h / -78 °C
1.2: Bu₃SnCl / diethyl ether / 2 h / -70 - 20 °C
1.3: 65 percent / Pd(Ph₃P)4 / xylene / 2 h / 140 °C
2.1: 82 percent / NaBH₄ / ethanol / 1 h / 20 °C
3.1: 100 percent / SOCl₂ / CHCl₃ / 1 h / 20 °C
4.1: 78 percent / NaH / tetrahydrofuran; dimethylformamide / 17 h / 20 °C

References:

Gotteland;Junquero;Oms;Delhon;Halazy [Medicinal Chemistry Research,1996,vol. 6,# 5,p. 333 - 342]