Technology Process of 4-[2-(5,5-dimethyl-[1,3]dioxan-2-yl)-5-(3,5-di-pent-1-ynyl-phenylethynyl)-4-(4-hydroxy-but-1-ynyl)-phenyl]-but-3-yn-1-ol
There total 12 articles about 4-[2-(5,5-dimethyl-[1,3]dioxan-2-yl)-5-(3,5-di-pent-1-ynyl-phenylethynyl)-4-(4-hydroxy-but-1-ynyl)-phenyl]-but-3-yn-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2,2-Dimethyl-1,3-propanediol; 2,5-bis-[4-(tert-butyl-dimethyl-silanyloxy)-but-1-ynyl]-4-(3,5-di-pent-1-ynyl-phenylethynyl)-benzaldehyde;
With
chloro-trimethyl-silane;
In
dichloromethane;
for 18h;
Heating;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 0.333333h;
DOI:10.1021/jo0349227
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C
2.1: H2SO4; NaNO2 / 2 h / 0 °C
2.2: 70 percent / KI / 0.25 h / 80 °C
3.1: 91 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 48 h / 20 °C
4.1: 2.86 g / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 75 - 80 °C
5.1: 0.84 g / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 72 h / 70 °C
6.1: 100 percent / K2CO3 / methanol; CH2Cl2 / 2 h / 23 °C
7.1: 94 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 24 h / 70 °C
8.1: TMSCl / CH2Cl2 / 18 h / Heating
8.2: 75 percent / TBAF / tetrahydrofuran / 0.33 h
With
copper(l) iodide; chloro-trimethyl-silane; sulfuric acid; potassium carbonate; triethylamine; tin(ll) chloride; sodium nitrite;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
2.2: Sandmeyer reaction / 7.1: Sonogashira coupling;
DOI:10.1021/jo0349227
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: H2SO4; NaNO2 / 2 h / 0 °C
1.2: 70 percent / KI / 0.25 h / 80 °C
2.1: 91 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 48 h / 20 °C
3.1: 2.86 g / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 75 - 80 °C
4.1: 0.84 g / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 72 h / 70 °C
5.1: 100 percent / K2CO3 / methanol; CH2Cl2 / 2 h / 23 °C
6.1: 94 percent / CuI; Et3N / (Ph3P)2PdCl2 / tetrahydrofuran / 24 h / 70 °C
7.1: TMSCl / CH2Cl2 / 18 h / Heating
7.2: 75 percent / TBAF / tetrahydrofuran / 0.33 h
With
copper(l) iodide; chloro-trimethyl-silane; sulfuric acid; potassium carbonate; triethylamine; sodium nitrite;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane;
1.2: Sandmeyer reaction / 6.1: Sonogashira coupling;
DOI:10.1021/jo0349227
