Technology Process of 3-Methoxy-2-methyl-6-[(4Z,6E)-(1R,3R)-3-methyl-1-(2-methyl-propenyl)-octa-4,6-dienyl]-phenol
There total 11 articles about 3-Methoxy-2-methyl-6-[(4Z,6E)-(1R,3R)-3-methyl-1-(2-methyl-propenyl)-octa-4,6-dienyl]-phenol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 75 percent / ZnCl2; PdCl2(PPh3)2 / tetrahydrofuran
2.1: TsOH / methanol
2.2: 83 percent / t-BuOK / tetrahydrofuran; methanol
3.1: NaHMDS / tetrahydrofuran
4.1: DIBAL / toluene
5.1: t-BuOK / tetrahydrofuran
6.1: 2,6-lutidine / 50 °C
7.1: CaCO3 / aq. methanol / 50 °C
8.1: AgNO3; NBS / acetone / 20 °C
8.2: 65 percent / H2NNHTs; AcONa / methanol / Heating
9.1: t-BuLi / -78 °C
9.2: 70 percent / ZnCl2; PdCl2(dppf) / tetrahydrofuran / 20 °C
10.1: DIBAL / -95 °C
11.1: PPh3
12.1: 67 percent / NaSEt / dimethylformamide / 90 °C
With
2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; potassium tert-butylate; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; silver nitrate; triphenylphosphine; calcium carbonate; zinc(II) chloride; sodium thioethylate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene;
11.1: Wittig olefination;
DOI:10.1021/ja035898h
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: TsOH / methanol
1.2: 83 percent / t-BuOK / tetrahydrofuran; methanol
2.1: NaHMDS / tetrahydrofuran
3.1: DIBAL / toluene
4.1: t-BuOK / tetrahydrofuran
5.1: 2,6-lutidine / 50 °C
6.1: CaCO3 / aq. methanol / 50 °C
7.1: AgNO3; NBS / acetone / 20 °C
7.2: 65 percent / H2NNHTs; AcONa / methanol / Heating
8.1: t-BuLi / -78 °C
8.2: 70 percent / ZnCl2; PdCl2(dppf) / tetrahydrofuran / 20 °C
9.1: DIBAL / -95 °C
10.1: PPh3
11.1: 67 percent / NaSEt / dimethylformamide / 90 °C
With
2,6-dimethylpyridine; N-Bromosuccinimide; potassium tert-butylate; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; silver nitrate; triphenylphosphine; calcium carbonate; sodium thioethylate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene;
10.1: Wittig olefination;
DOI:10.1021/ja035898h
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: NaHMDS / tetrahydrofuran
2.1: DIBAL / toluene
3.1: t-BuOK / tetrahydrofuran
4.1: 2,6-lutidine / 50 °C
5.1: CaCO3 / aq. methanol / 50 °C
6.1: AgNO3; NBS / acetone / 20 °C
6.2: 65 percent / H2NNHTs; AcONa / methanol / Heating
7.1: t-BuLi / -78 °C
7.2: 70 percent / ZnCl2; PdCl2(dppf) / tetrahydrofuran / 20 °C
8.1: DIBAL / -95 °C
9.1: PPh3
10.1: 67 percent / NaSEt / dimethylformamide / 90 °C
With
2,6-dimethylpyridine; N-Bromosuccinimide; potassium tert-butylate; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; silver nitrate; triphenylphosphine; calcium carbonate; sodium thioethylate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; toluene;
9.1: Wittig olefination;
DOI:10.1021/ja035898h
