Technology Process of dithiocarbonic acid O-[[3,5-bis-(3,3-dimethyl-but-1-ynyl)-4-[1,3]dioxolan-2-yl-phenyl]-(3,5-di-pent-1-ynyl-phenyl)-methyl] ester S-methyl ester
There total 15 articles about dithiocarbonic acid O-[[3,5-bis-(3,3-dimethyl-but-1-ynyl)-4-[1,3]dioxolan-2-yl-phenyl]-(3,5-di-pent-1-ynyl-phenyl)-methyl] ester S-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[3,5-bis-(3,3-dimethyl-but-1-ynyl)-4-[1,3]dioxolan-2-yl-phenyl]-(3,5-di-pent-1-ynyl-phenyl)-methanol;
With
1H-imidazole; sodium hydride;
In
tetrahydrofuran;
at 60 ℃;
for 0.5h;
carbon disulfide;
In
tetrahydrofuran;
at 60 ℃;
for 0.5h;
methyl iodide;
In
tetrahydrofuran;
for 0.5h;
DOI:10.1021/jo0349227
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 88 percent / NaOAc; ICl / acetic acid / 23 h / 80 °C
2.1: 43 percent / isoamylnitrite / dimethylformamide / 65 - 70 °C
3.1: 75 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 24 h / 20 °C
4.1: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C
4.2: 38 percent / tetrahydrofuran / -78 - 20 °C
5.1: 71 percent / p-TsOH / toluene / 1 h / Heating
6.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
6.2: 78 percent / tetrahydrofuran / -78 - 20 °C
7.1: NaH; imidazole / tetrahydrofuran / 0.5 h / 60 °C
7.2: tetrahydrofuran / 0.5 h / 60 °C
7.3: 83 percent / tetrahydrofuran / 0.5 h
With
1H-imidazole; copper(l) iodide; n-butyllithium; tert.-butyl lithium; sodium acetate; Iodine monochloride; sodium hydride; toluene-4-sulfonic acid; triethylamine; isopentyl nitrite;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0349227
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 75 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 24 h / 20 °C
2.1: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C
2.2: 38 percent / tetrahydrofuran / -78 - 20 °C
3.1: 71 percent / p-TsOH / toluene / 1 h / Heating
4.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C
4.2: 78 percent / tetrahydrofuran / -78 - 20 °C
5.1: NaH; imidazole / tetrahydrofuran / 0.5 h / 60 °C
5.2: tetrahydrofuran / 0.5 h / 60 °C
5.3: 83 percent / tetrahydrofuran / 0.5 h
With
1H-imidazole; copper(l) iodide; n-butyllithium; tert.-butyl lithium; sodium hydride; toluene-4-sulfonic acid; triethylamine;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; toluene;
DOI:10.1021/jo0349227