3-(4-Bromo-3-[1,3]Dioxolan-2-Yl-Benzyl)-2-Butyl-1,3-Diaza-Spiro[4.4]Non-1-En-4-One(WXC01975) synthesis

4synthesis methods

Product Name:3-(4-Bromo-3-[1,3]Dioxolan-2-Yl-Benzyl)-2-Butyl-1,3-Diaza-Spiro[4.4]Non-1-En-4-One(WXC01975)
CAS Number:254744-55-3
Molecular formula:C21H27BrN2O3
Molecular Weight:435.35

Benzonitrile, 4-bromo-3-(1,3-dioxolan-2-yl)-

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3-(4-Bromo-3-[1,3]Dioxolan-2-Yl-Benzyl)-2-Butyl-1,3-Diaza-Spiro[4.4]Non-1-En-4-One(WXC01975)

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Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: 70.5 g / DIBAL-H / toluene / 17 h / -78 - 20 °C
2.1: sodium borohydride / ethanol / 2 h / 0 °C
3.1: 31.1 g / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C
4.1: sodium hydride / dimethylformamide / 0.25 h / 0 - 20 °C
4.2: 42.7 g / dimethylformamide / 14 h

References:

Murugesan, Natesan;Tellew, John E.;Gu, Zhengxiang;Kunst, Bridgette L.;Fadnis, Leena;Cornelius, Lyndon A.;Baska, Rose Ann F.;Yang, Yifan;Beyer, Sophie M.;Monshizadegan, Hossain;Dickinson, Kenneth E.;Panchal, Balkrushna;Valentine, Maria T.;Chong, Saeho;Morrison, Richard A.;Carlson, Kenneth E.;Powell, James R.;Moreland, Suzanne;Barrish, Joel C.;Kowala, Mark C.;Macor, John E. [Journal of Medicinal Chemistry,2002,vol. 45,# 18,p. 3829 - 3835]

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References