Technology Process of 5,10-Undecadien-3-ol, 2-[(4-methoxyphenyl)methoxy]-6,10-dimethyl-,
(2R,3S,5Z)-
There total 4 articles about 5,10-Undecadien-3-ol, 2-[(4-methoxyphenyl)methoxy]-6,10-dimethyl-,
(2R,3S,5Z)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-methyl-4-penten-1-ylmagnesium bromide;
With
copper(I) bromide dimethylsulfide complex;
In
diethyl ether;
at -45 ℃;
for 2h;
prop-1-yne;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; hex-1-yne;
In
diethyl ether; hexane;
at -78 - -23 ℃;
for 5h;
(2S,3R)-3-(4-methoxybenzyloxy)-1,2-epoxybutane;
In
diethyl ether; hexane;
at -78 - -25 ℃;
for 17h;
DOI:10.1021/jo048742o
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 86 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 0 °C
2.1: copper(I) bromide-dimethyl sulfide / diethyl ether; various solvent(s) / 2 h / -45 °C
2.2: 1-hexyne; n-butyllithium; HMPA / diethyl ether; various solvent(s); hexane / 5 h / -78 - -23 °C
2.3: 75 percent / diethyl ether; various solvent(s); hexane / 17 h / -78 - -25 °C
With
copper(I) bromide dimethylsulfide complex; tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran; diethyl ether;
2.2: Normant reaction / 2.3: Normant reaction;
DOI:10.1021/jo048742o
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: phosphorus tribromide / diethyl ether / 2 h / 0 °C
2.1: 86 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 0 °C
3.1: copper(I) bromide-dimethyl sulfide / diethyl ether; various solvent(s) / 2 h / -45 °C
3.2: 1-hexyne; n-butyllithium; HMPA / diethyl ether; various solvent(s); hexane / 5 h / -78 - -23 °C
3.3: 75 percent / diethyl ether; various solvent(s); hexane / 17 h / -78 - -25 °C
With
copper(I) bromide dimethylsulfide complex; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran; diethyl ether;
3.2: Normant reaction / 3.3: Normant reaction;
DOI:10.1021/jo048742o
