Technology Process of (4E,8E)-11-Benzenesulfonyl-2,5,9-trimethyl-2-(4-methyl-3-methylene-pentyl)-cycloundeca-4,8-dienone
There total 5 articles about (4E,8E)-11-Benzenesulfonyl-2,5,9-trimethyl-2-(4-methyl-3-methylene-pentyl)-cycloundeca-4,8-dienone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Carbonic acid (2E,6E)-9-(2-benzenesulfonyl-acetyl)-2,6,9,13-tetramethyl-12-methylene-tetradeca-2,6-dienyl ester methyl ester;
With
potassium acetate; N,O-bis-(trimethylsilyl)-acetamide;
In
tetrahydrofuran;
for 0.5h;
Heating;
With
tetrakis(triphenylphosphine) palladium(0); 1,4-di(diphenylphosphino)-butane;
In
tetrahydrofuran;
at 70 ℃;
for 1h;
Further stages.;
DOI:10.1021/ol026205p
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 90 percent / (Me2N)3S(1+)Me3SiF2(1-) / tetrahydrofuran; dimethylformamide / 2.5 h / -30 - 0 °C
2.1: iPr2NEt / CH2Cl2 / 1.5 h / 0 °C
3.1: 92 percent / NBS; NaHCO3 / tetrahydrofuran / 2 h / -78 °C
4.1: 85 percent / dimethylformamide / 18 h / 23 °C
5.1: O,N-bis(trimethylsilyl)acetamide; KOAc / tetrahydrofuran / 0.5 h / Heating
5.2: 86 percent / Pd(Ph3)4; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 1 h / 70 °C
With
N-Bromosuccinimide; tris(dimethylamino)sulfonium trimethylsilyldifluoride; potassium acetate; sodium hydrogencarbonate; N,O-bis-(trimethylsilyl)-acetamide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol026205p
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: iPr2NEt / CH2Cl2 / 1.5 h / 0 °C
2.1: 92 percent / NBS; NaHCO3 / tetrahydrofuran / 2 h / -78 °C
3.1: 85 percent / dimethylformamide / 18 h / 23 °C
4.1: O,N-bis(trimethylsilyl)acetamide; KOAc / tetrahydrofuran / 0.5 h / Heating
4.2: 86 percent / Pd(Ph3)4; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 1 h / 70 °C
With
N-Bromosuccinimide; potassium acetate; sodium hydrogencarbonate; N,O-bis-(trimethylsilyl)-acetamide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol026205p
