Technology Process of (2E,6E,10E)-(R)-16-(2,5-Dimethoxy-3-methyl-phenyl)-2,6,10,14-tetramethyl-14-triethylsilanyloxy-hexadeca-2,6,10-trienoic acid ethyl ester
There total 21 articles about (2E,6E,10E)-(R)-16-(2,5-Dimethoxy-3-methyl-phenyl)-2,6,10,14-tetramethyl-14-triethylsilanyloxy-hexadeca-2,6,10-trienoic acid ethyl ester 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:
-
With
potassium phosphate; tert.-butyl lithium; 9-methoxy-9-BBN;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,N-dimethyl-formamide;
In
diethyl ether; hexane; pentane;
at 20 ℃;
for 2h;
DOI:10.1021/ol051849t
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 85 percent / toluene / 0.5 h / 90 °C
2: 81 percent / t-BuLi; 9-MeO-9-BBN; K3PO4 / Pd(dppf)Cl2; DMF / diethyl ether; hexane; pentane / 2 h / 20 °C
With
potassium phosphate; tert.-butyl lithium; 9-methoxy-9-BBN;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,N-dimethyl-formamide;
In
diethyl ether; hexane; toluene; pentane;
1: Wittig reaction / 2: Suzuki coupling;
DOI:10.1021/ol051849t
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 99 percent / H2; KOAc / Pd(OH)2/C / ethyl acetate / 1 h
2: 96 percent / NaH / tetrahydrofuran / 0 - 20 °C
3: 93 percent / DIBAL-H / tetrahydrofuran / 1 h / 0 °C
4: Ti(O-i-Pr)4; (+)-diethyl tartrate; 4 Angstroem molecular sieves / tert-butyl hydroperoxide / CH2Cl2 / 1.5 h / -20 °C
5: 0.48 g / Red-Al / tetrahydrofuran; toluene / 0 - 20 °C
6: 85 percent / Et3N / CH2Cl2 / 1 h / 0 °C
7: 96 percent / NaI / acetone / 5 h / Heating
8: 91 percent / 4 Angstroem molecular sieves; 2,6-lutidine / CH2Cl2 / 0 - 20 °C
9: 81 percent / t-BuLi; 9-MeO-9-BBN; K3PO4 / Pd(dppf)Cl2; DMF / diethyl ether; hexane; pentane / 2 h / 20 °C
With
2,6-dimethylpyridine; titanium(IV) isopropylate; potassium phosphate; 4 A molecular sieve; hydrogen; tert.-butyl lithium; potassium acetate; sodium hydride; diisobutylaluminium hydride; (+)-Weinsaeure-diethylester; triethylamine; 9-methoxy-9-BBN; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide;
tert.-butylhydroperoxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium dihydroxide; N,N-dimethyl-formamide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; acetone; toluene; pentane;
2: Horner-Emmons olefination / 4: Sharpless epoxidation / 9: Suzuki coupling;
DOI:10.1021/ol051849t
