Technology Process of (E)-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)-6-(trimethylsilyl)phenyl diethylcarbamate
There total 8 articles about (E)-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)-6-(trimethylsilyl)phenyl diethylcarbamate which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: TMEDA; s-BuLi / tetrahydrofuran / 1 h / -78 - -30 °C
1.2: 77 percent / s-BuLi; I2 / tetrahydrofuran / 3 h / -85 - 0 °C
2.1: 81 percent / Et3N; CuI / Pd(PPh3)2Cl2 / acetonitrile / 6 h / 20 °C
3.1: 96 percent / K2CO3 / methanol / 1 h / 20 °C
4.1: 2,5-dimethyl-2,4-hexadiene; BH3*THF / tetrahydrofuran / 3 h / 0 - 20 °C
4.2: formaldehyde / tetrahydrofuran; H2O / 24 h / 20 °C
4.3: ethyl acetate
5.1: 15.3 g / aq. citric acid / hexane / 24 h
With
copper(l) iodide; borane-THF; N,N,N,N,-tetramethylethylenediamine; 2,5-Dimethyl-2,4-hexadiene; sec.-butyllithium; potassium carbonate; triethylamine; citric acid;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; hexane; acetonitrile;
2.1: Sonogashira coupling;
DOI:10.1021/ol049740t
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 81 percent / Et3N; CuI / Pd(PPh3)2Cl2 / acetonitrile / 6 h / 20 °C
2.1: 96 percent / K2CO3 / methanol / 1 h / 20 °C
3.1: 2,5-dimethyl-2,4-hexadiene; BH3*THF / tetrahydrofuran / 3 h / 0 - 20 °C
3.2: formaldehyde / tetrahydrofuran; H2O / 24 h / 20 °C
3.3: ethyl acetate
4.1: 15.3 g / aq. citric acid / hexane / 24 h
With
copper(l) iodide; borane-THF; 2,5-Dimethyl-2,4-hexadiene; potassium carbonate; triethylamine; citric acid;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; hexane; acetonitrile;
1.1: Sonogashira coupling;
DOI:10.1021/ol049740t
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 93 percent / NaH / dimethylformamide
2.1: nBuLi; DIPA; ClP(O)(OEt)2 / tetrahydrofuran / 3 h / -78 - 0 °C
2.2: 91 percent / n-BuLi; DIPA / tetrahydrofuran / 6 h / -78 - 0 °C
3.1: 96 percent / K2CO3 / methanol / 1 h / 20 °C
4.1: 2,5-dimethyl-2,4-hexadiene; BH3*THF / tetrahydrofuran / 3 h / 0 - 20 °C
4.2: formaldehyde / tetrahydrofuran; H2O / 24 h / 20 °C
4.3: ethyl acetate
5.1: 15.3 g / aq. citric acid / hexane / 24 h
With
n-butyllithium; borane-THF; 2,5-Dimethyl-2,4-hexadiene; sodium hydride; potassium carbonate; diethyl chlorophosphate; diisopropylamine; citric acid;
In
tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol049740t
