Technology Process of 3-(tert-butyldimethylsilyloxy)-7-[2-(iodoethynyl)phenyl]hept-6-ynal
There total 9 articles about 3-(tert-butyldimethylsilyloxy)-7-[2-(iodoethynyl)phenyl]hept-6-ynal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
dichloromethane; toluene;
at -78 ℃;
for 2h;
DOI:10.1021/ja064470q
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 8.670 g / MeI / 20 h / 145 °C
2.1: Pd(PPh3)2Cl2; CuI / tetrahydrofuran / 0.08 h
2.2: 98 percent / NEt3; PPh3 / tetrahydrofuran / 16 h
3.1: 82 percent / Dess-Martin periodinane / CH2Cl2 / 2.5 h
4.1: LDA / tetrahydrofuran / 1 h / -78 °C
4.2: 90 percent / tetrahydrofuran / 0.5 h / -78 °C
5.1: 90 percent / imidazole; DMAP / CH2Cl2 / 16 h / 20 °C
6.1: 97 percent / K2CO3 / 2 h
7.1: 91 percent / morpholine; I2 / benzene / 4 h / 50 °C
8.1: 91 percent / DIBAL / toluene; CH2Cl2 / 2 h / -78 °C
With
morpholine; 1H-imidazole; dmap; iodine; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; lithium diisopropyl amide; methyl iodide;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; dichloromethane; toluene; benzene;
3.1: Des-Martin oxidation;
DOI:10.1021/ja064470q
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Pd(PPh3)2Cl2; CuI / tetrahydrofuran / 0.08 h
1.2: 98 percent / NEt3; PPh3 / tetrahydrofuran / 16 h
2.1: 82 percent / Dess-Martin periodinane / CH2Cl2 / 2.5 h
3.1: LDA / tetrahydrofuran / 1 h / -78 °C
3.2: 90 percent / tetrahydrofuran / 0.5 h / -78 °C
4.1: 90 percent / imidazole; DMAP / CH2Cl2 / 16 h / 20 °C
5.1: 97 percent / K2CO3 / 2 h
6.1: 91 percent / morpholine; I2 / benzene / 4 h / 50 °C
7.1: 91 percent / DIBAL / toluene; CH2Cl2 / 2 h / -78 °C
With
morpholine; 1H-imidazole; dmap; iodine; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; lithium diisopropyl amide;
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide;
In
tetrahydrofuran; dichloromethane; toluene; benzene;
2.1: Des-Martin oxidation;
DOI:10.1021/ja064470q