Technology Process of (3R)-1-(4-methoxyphenoxy)-3-methylhept-6-yn-3-ol
There total 5 articles about (3R)-1-(4-methoxyphenoxy)-3-methylhept-6-yn-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
propargyl bromide;
With
magnesium; mercury dichloride;
In
diethyl ether; toluene;
at 0 - 10 ℃;
Inert atmosphere;
(2S)-2-[2-(4-methoxyphenoxy)ethyl]-2-methyloxirane;
In
diethyl ether; toluene;
at 0 - 20 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/ol203064r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere; Reflux
2.1: asymmetric dihydroxylation-mix-α; hydroquinidein 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 24 h / 0 °C / Inert atmosphere
3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere
3.2: 0.5 h / 0 - 20 °C / Inert atmosphere
4.1: magnesium; mercury dichloride / diethyl ether; toluene / 0 - 10 °C / Inert atmosphere
4.2: 1 h / 0 - 20 °C / Inert atmosphere
With
di-isopropyl azodicarboxylate; asymmetric dihydroxylation-mix-α; magnesium; methanesulfonyl chloride; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; triphenylphosphine; mercury dichloride;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: Mitsunobu reaction / 2.1: Sharpless dihydroxylation;
DOI:10.1021/ol203064r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere; Reflux
2.1: asymmetric dihydroxylation-mix-α; hydroquinidein 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 24 h / 0 °C / Inert atmosphere
3.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere
3.2: 0.5 h / 0 - 20 °C / Inert atmosphere
4.1: magnesium; mercury dichloride / diethyl ether; toluene / 0 - 10 °C / Inert atmosphere
4.2: 1 h / 0 - 20 °C / Inert atmosphere
With
di-isopropyl azodicarboxylate; asymmetric dihydroxylation-mix-α; magnesium; methanesulfonyl chloride; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; triphenylphosphine; mercury dichloride;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: Mitsunobu reaction / 2.1: Sharpless dihydroxylation;
DOI:10.1021/ol203064r