Technology Process of (2R,4R,6S)-2-(Z)-(4-(benzyloxy)but-1-enyl)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptane
There total 7 articles about (2R,4R,6S)-2-(Z)-(4-(benzyloxy)but-1-enyl)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3-benzyloxypropyl)triphenylphosphonium bromide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 0.333333h;
Inert atmosphere;
C14H17NO4;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
Inert atmosphere;
DOI:10.1021/ol2019967
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere
2.1: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h
3.1: toluene / 30 h / Reflux; Inert atmosphere
4.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C
5.1: sodium periodate / water; acetonitrile / 0.5 h / 5 - 10 °C
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 - 0 °C / Inert atmosphere
6.2: -78 - 20 °C / Inert atmosphere
With
hydrogenchloride; sodium periodate; n-butyllithium; sodium tungstate heptahydrate; dihydrogen peroxide;
In
tetrahydrofuran; diethyl ether; hexane; water; acetone; toluene; acetonitrile;
6.1: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1021/ol2019967
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: magnesium sulfate / tetrahydrofuran / 0.17 h / 5 °C / Inert atmosphere
1.2: 5 - 20 °C / Inert atmosphere
2.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere
3.1: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h
4.1: toluene / 30 h / Reflux; Inert atmosphere
5.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C
6.1: sodium periodate / water; acetonitrile / 0.5 h / 5 - 10 °C
7.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 - 0 °C / Inert atmosphere
7.2: -78 - 20 °C / Inert atmosphere
With
hydrogenchloride; sodium periodate; n-butyllithium; sodium tungstate heptahydrate; dihydrogen peroxide; magnesium sulfate;
In
tetrahydrofuran; diethyl ether; hexane; water; acetone; toluene; acetonitrile;
7.1: Wittig reaction / 7.2: Wittig reaction;
DOI:10.1021/ol2019967
