Technology Process of 3-[(4Z,9E)-12-(tert-Butyl-diphenyl-silanyloxy)-dodeca-4,9-dienyl]-pyridine
There total 10 articles about 3-[(4Z,9E)-12-(tert-Butyl-diphenyl-silanyloxy)-dodeca-4,9-dienyl]-pyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-Butyl-((3E,8Z)-12-iodo-dodeca-3,8-dienyloxy)-diphenyl-silane;
With
tert.-butyl lithium; 9-methoxy-9-BBN;
In
diethyl ether;
3-Bromopyridine;
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; water;
In
tetrahydrofuran;
DOI:10.1016/S0040-4039(99)02120-6
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 55 percent
2.1: 97 percent / PPh3; I2; imidazole / diethyl ether; acetonitrile
3.1: 79 percent / LDA / tetrahydrofuran
4.1: 63 percent / H5IO6; HOAc; NaOAc / H2O; tetrahydrofuran
5.1: 83 percent / KHMDS / tetrahydrofuran
6.1: 63 percent / NaI / acetone / Heating
7.1: tBuLi; 9-BBN-OMe / diethyl ether
7.2: 60 percent / PdCl2(dppf); K3PO4; water / tetrahydrofuran
With
1H-imidazole; iodine; tert.-butyl lithium; sodium acetate; potassium hexamethylsilazane; acetic acid; periodic acid; 9-methoxy-9-BBN; triphenylphosphine; sodium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; water; acetone; acetonitrile;
1.1: Etherification / 2.1: Substitution / 3.1: Alkylation / 4.1: deprotection / 5.1: Wittig reaction / 6.1: Finkelstein reaction / 7.1: hydroboration / 7.2: Suzuki coupling;
DOI:10.1016/S0040-4039(99)02120-6
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 90 percent / H2SO4
2.1: 76 percent / LiAlH4 / tetrahydrofuran
3.1: 55 percent
4.1: 97 percent / PPh3; I2; imidazole / diethyl ether; acetonitrile
5.1: 79 percent / LDA / tetrahydrofuran
6.1: 63 percent / H5IO6; HOAc; NaOAc / H2O; tetrahydrofuran
7.1: 83 percent / KHMDS / tetrahydrofuran
8.1: 63 percent / NaI / acetone / Heating
9.1: tBuLi; 9-BBN-OMe / diethyl ether
9.2: 60 percent / PdCl2(dppf); K3PO4; water / tetrahydrofuran
With
1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; iodine; tert.-butyl lithium; sodium acetate; potassium hexamethylsilazane; acetic acid; periodic acid; 9-methoxy-9-BBN; triphenylphosphine; sodium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; water; acetone; acetonitrile;
1.1: Methylation / 2.1: Reduction / 3.1: Etherification / 4.1: Substitution / 5.1: Alkylation / 6.1: deprotection / 7.1: Wittig reaction / 8.1: Finkelstein reaction / 9.1: hydroboration / 9.2: Suzuki coupling;
DOI:10.1016/S0040-4039(99)02120-6
