(2'S,3R,6R)-6β-Hydroxyhyoscyamine synthesis
- Product Name:(2'S,3R,6R)-6β-Hydroxyhyoscyamine
- CAS Number:126371-43-5
- Molecular formula:C17H23NO4
- Molecular Weight:305.37
![8-Azabicyclo[3.2.1]oct-6-ene-8-carboxylic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester, (3-endo)-](/CAS/20210305/GIF/1001339-25-8.gif)
1001339-25-8
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Yield:-
Steps:
Multi-step reaction with 7 steps
1.1: L-diisopinocampheylborane / tetrahydrofuran / 4 h / -30 °C
1.2: 14 h / -30 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C
2.2: 4 h / 0 - 20 °C
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 48 h / 0 - 20 °C
4.1: lithium aluminium tetrahydride / diethyl ether / 24 h / 0 - 20 °C
5.1: dmap; dicyclohexyl-carbodiimide; camphor-10-sulfonic acid / dichloromethane / 72 h / 20 °C
6.1: hydrogenchloride / methanol; water / 36 h / 20 °C
7.1: hydrogen; 20% palladium hydroxide-activated charcoal / acetic acid; methanol; water / 12 h / 760.05 Torr
References:
Ushimaru, Richiro;Ruszczycky, Mark W.;Chang, Wei-Chen;Yan, Feng;Liu, Yung-Nan;Liu, Hung-Wen [Journal of the American Chemical Society,2018,vol. 140,# 24,p. 7433 - 7436]
16202-15-6
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126371-43-5
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