Technology Process of Benzoic acid (R)-2-benzenesulfonyl-1-((E)-2-{(4R,6S)-6-[(2Z,4E)-6-(tert-butyl-dimethyl-silanyloxy)-hexa-2,4-dienyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-vinyl)-6-triisopropylsilanyloxy-heptyl ester
There total 20 articles about Benzoic acid (R)-2-benzenesulfonyl-1-((E)-2-{(4R,6S)-6-[(2Z,4E)-6-(tert-butyl-dimethyl-silanyloxy)-hexa-2,4-dienyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-vinyl)-6-triisopropylsilanyloxy-heptyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 92 percent / 2,6-lutidine; silver(I) nitrate / tetrahydrofuran; dimethylformamide / 18 h / 20 °C
2.1: 82 percent / Raney Ni / ethanol / 14 h / Irradiation
3.1: 81 percent / Br2; PPh3 / dimethylformamide / 1 h / 0 °C
4.1: 71 percent / dimethylformamide / 16 h / 20 °C
5.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C
5.2: tetrahydrofuran; hexane / 0.75 h / -78 °C
6.1: 489 mg / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C
With
2,6-dimethylpyridine; n-butyllithium; bromine; silver nitrate; triphenylphosphine;
nickel;
In
tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ja017177t
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 68 percent / tetrahydrofuran; hexane; diethyl ether / 2 h / -60 °C
2.1: 87 percent / DIBAL / CH2Cl2; toluene / 1 h / -78 °C
3.1: 92 percent / 2,6-lutidine; silver(I) nitrate / tetrahydrofuran; dimethylformamide / 18 h / 20 °C
4.1: 82 percent / Raney Ni / ethanol / 14 h / Irradiation
5.1: 81 percent / Br2; PPh3 / dimethylformamide / 1 h / 0 °C
6.1: 71 percent / dimethylformamide / 16 h / 20 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C
7.2: tetrahydrofuran; hexane / 0.75 h / -78 °C
8.1: 489 mg / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C
With
2,6-dimethylpyridine; n-butyllithium; bromine; diisobutylaluminium hydride; silver nitrate; triphenylphosphine;
nickel;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja017177t
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 87 percent / DIBAL / CH2Cl2; toluene / 1 h / -78 °C
2.1: 92 percent / 2,6-lutidine; silver(I) nitrate / tetrahydrofuran; dimethylformamide / 18 h / 20 °C
3.1: 82 percent / Raney Ni / ethanol / 14 h / Irradiation
4.1: 81 percent / Br2; PPh3 / dimethylformamide / 1 h / 0 °C
5.1: 71 percent / dimethylformamide / 16 h / 20 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 - -40 °C
6.2: tetrahydrofuran; hexane / 0.75 h / -78 °C
7.1: 489 mg / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C
With
2,6-dimethylpyridine; n-butyllithium; bromine; diisobutylaluminium hydride; silver nitrate; triphenylphosphine;
nickel;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja017177t