Technology Process of (4S,E,E,E)-[4-2H1]-5-benzenesulfonyl-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene
There total 5 articles about (4S,E,E,E)-[4-2H1]-5-benzenesulfonyl-1-benzyloxy-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(E,E)-farnesyl phenylsulfone;
With
n-butyllithium;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 - -23 ℃;
for 1.16667h;
(R,E)-[1-2H1]-4-benzyloxy-2-methyl-2-buten-1-yl methanesulfonate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane;
at -78 - -23 ℃;
for 3h;
DOI:10.1021/jo0502091
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 99 percent / Et3N / CH2Cl2 / 1 h / 0 °C
2.1: n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 1.17 h / -78 - -23 °C
2.2: 50 percent / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 3 h / -78 - -23 °C
With
n-butyllithium; triethylamine;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;
DOI:10.1021/jo0502091
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 49 percent / (S)-Alpine borane / tetrahydrofuran / 16 h / 20 °C
2.1: 99 percent / Et3N / CH2Cl2 / 1 h / 0 °C
3.1: n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 1.17 h / -78 - -23 °C
3.2: 50 percent / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 3 h / -78 - -23 °C
With
n-butyllithium; S-alpine borane; triethylamine;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;
DOI:10.1021/jo0502091