Technology Process of (4-{3,3-bis-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)phenyl]allyloxy}-2-methylphenoxy)acetic acid
There total 9 articles about (4-{3,3-bis-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)phenyl]allyloxy}-2-methylphenoxy)acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4-{3,3-bis-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)phenyl]allyloxy}-2-methylphenoxy)acetic acid methyl ester;
With
lithium hydroxide monohydrate; water;
In
tetrahydrofuran; methanol;
for 1.5h;
Inert atmosphere;
Cooling with ice-water;
With
acetic acid;
In
tetrahydrofuran; methanol; water;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h
1.2: 0.5 h / Reflux
1.3: 0.5 h
2.1: di-isopropyl azodicarboxylate; tributylphosphine / benzene / 18 h / 0 - 20 °C / Inert atmosphere
3.1: triethylamine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere
4.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Cooling with ice-water
With
lithium hydroxide monohydrate; tributylphosphine; di-isopropyl azodicarboxylate; water; magnesium; ethylene dibromide; triethylamine;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; benzene;
2.1: Mitsunobu reaction;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 h / 20 °C
2: sodium methylate; methanol / 24 h
3: di-isopropyl azodicarboxylate; tributylphosphine / benzene / 18 h / 0 - 20 °C / Inert atmosphere
4: triethylamine / tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere
5: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Cooling with ice-water
With
methanol; lithium hydroxide monohydrate; tributylphosphine; di-isopropyl azodicarboxylate; water; sodium methylate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; dichloromethane; benzene;
3: Mitsunobu reaction;