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ChemicalBook CAS DataBase List IroMycin A

IroMycin A synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 9 steps
1.1: 56 percent / LDA / hexane; tetrahydrofuran / 2.5 h / 0 °C
2.1: LDA / cyclohexane; tetrahydrofuran / 2 h / -78 °C
3.1: 9.71 g / DBU / benzene / 6 h / Heating
4.1: 89 percent / pyridine / 44 h / 20 °C
5.1: 99 percent / SeO2 / dioxane / 21 h / 130 °C
6.1: 91 percent / NaBH4 / ethanol / 4 h / 20 °C
7.1: 99 percent / PBr3 / dioxane / 15.5 h
8.1: nBuLi / hexane; tetrahydrofuran / 0.5 h / 0 °C
8.2: 95 percent / hexane; tetrahydrofuran / 2 h / 0 °C
9.1: 65 percent / liquid NH3 / 48 h / 70 °C

References:

Shojaei, Heydar;Li-Boehmer, Zhen;Von Zezschwitz, Paultheo [Journal of Organic Chemistry,2007,vol. 72,# 14,p. 5091 - 5097]

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