Technology Process of 4-methyl-1-[1-methyl-1-(3,4,5-trimethoxyphenyl)ethyl]-1-[(triisopropylsilyl)ethynyl]-4-(3,4,5-trimethoxyphenyl)pent-2-yn-1-yl methyl carbonate
There total 8 articles about 4-methyl-1-[1-methyl-1-(3,4,5-trimethoxyphenyl)ethyl]-1-[(triisopropylsilyl)ethynyl]-4-(3,4,5-trimethoxyphenyl)pent-2-yn-1-yl methyl carbonate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisobutylaluminum hydride / cyclohexane; toluene / 5 h / 0 - 20 °C
1.2: 42 percent / aq. HCl / cyclohexane; toluene / 0 °C
2.1: 51 percent / Jones reagent / acetone / 1 h
3.1: Et3N; methanesulfonyl chloride / tetrahydrofuran / 0.17 h / 0 °C
3.2: 36 percent / tetrahydrofuran / 1 h / 0 °C
4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C
4.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C
5.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 20 °C
5.2: 96 percent / tetrahydrofuran / -78 °C
6.1: NaHDMS / tetrahydrofuran / 0.5 h / -78 - 20 °C
6.2: 81 percent / tetrahydrofuran / -78 - 20 °C
With
n-butyllithium; jones reagent; sodium hexamethyldisilazane; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; hexane; cyclohexane; acetone; toluene;
DOI:10.1002/ejoc.200700373
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 88 percent / KOtBu / tetrahydrofuran / -30 - 20 °C
2.1: diisobutylaluminum hydride / cyclohexane; toluene / 5 h / 0 - 20 °C
2.2: 42 percent / aq. HCl / cyclohexane; toluene / 0 °C
3.1: 51 percent / Jones reagent / acetone / 1 h
4.1: Et3N; methanesulfonyl chloride / tetrahydrofuran / 0.17 h / 0 °C
4.2: 36 percent / tetrahydrofuran / 1 h / 0 °C
5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C
5.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C
6.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 20 °C
6.2: 96 percent / tetrahydrofuran / -78 °C
7.1: NaHDMS / tetrahydrofuran / 0.5 h / -78 - 20 °C
7.2: 81 percent / tetrahydrofuran / -78 - 20 °C
With
n-butyllithium; jones reagent; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; hexane; cyclohexane; acetone; toluene;
DOI:10.1002/ejoc.200700373
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 51 percent / Jones reagent / acetone / 1 h
2.1: Et3N; methanesulfonyl chloride / tetrahydrofuran / 0.17 h / 0 °C
2.2: 36 percent / tetrahydrofuran / 1 h / 0 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C
3.2: 76 percent / tetrahydrofuran; hexane / -78 - 20 °C
4.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 20 °C
4.2: 96 percent / tetrahydrofuran / -78 °C
5.1: NaHDMS / tetrahydrofuran / 0.5 h / -78 - 20 °C
5.2: 81 percent / tetrahydrofuran / -78 - 20 °C
With
n-butyllithium; jones reagent; sodium hexamethyldisilazane; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; hexane; acetone;
DOI:10.1002/ejoc.200700373