ChemicalBook CAS DataBase List 4-Aza-5a-androstan-1-ene-3-one-17b-carboxylic acid

4-Aza-5a-androstan-1-ene-3-one-17b-carboxylic acid synthesis

9synthesis methods

Product Name:4-Aza-5a-androstan-1-ene-3-one-17b-carboxylic acid
CAS Number:104239-97-6
Molecular formula:C19H27NO3
Molecular Weight:317.42

57-83-0 Synthesis

57-83-0
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4-Aza-5a-androstan-1-ene-3-one-17b-carboxylic acid

104239-97-6
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$38.00/1G

Yield:-

Steps:

Multi-step reaction with 9 steps
1.1: potassium carbonate; sodium periodate; potassium permanganate / tert-butyl alcohol; water / 1 h / 50 °C
2.1: triethylamine / tetrahydrofuran / 2 h / -5 - -2 °C / Inert atmosphere
3.1: ammonium acetate / tetrahydrofuran / 1 h / Reflux; Inert atmosphere
4.1: hydrogenchloride / water; tetrahydrofuran / 1 h / -15 - 0 °C
5.1: hydrogen; palladium 10% on activated carbon; triethylamine / 6225.62 Torr
6.1: sodium hydroxide; bromine / water; 1,4-dioxane / 3 h / 5 - 7 °C
7.1: hydrogenchloride / methanol / 3 h / 20 °C / Reflux
8.1: N,N,N,N,-tetramethylethylenediamine; chloro-trimethyl-silane / dichloromethane / 0.5 h / -10 °C / Inert atmosphere
8.2: 2 h / -10 - 0 °C
9.1: potassium tert-butylate / N,N-dimethyl-formamide / 1.33 h / -15 °C
9.2: 2 h / 50 °C

References:

RICHTER GEDEON NYRT.;SÖRÖS, Béla;TUBA, Zoltán;GÁLIK, György;MAHÓ, Sándor;BALOGH, László;VINCZE, Péter;HORVÁTH, János;KOVÁCS, András;BÉNI, Zoltán;VARGA, Frigyes WO2013/1322, 2013, A1