Technology Process of (2E,6E,10E,14R)-14-hydroxy-16-(2,5-dimethoxy-3-methylphenyl)-2,6,10,14-tetramethylhexadeca-2,6,10-trienoic acid
There total 23 articles about (2E,6E,10E,14R)-14-hydroxy-16-(2,5-dimethoxy-3-methylphenyl)-2,6,10,14-tetramethylhexadeca-2,6,10-trienoic acid 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
water; potassium carbonate;
In
methanol;
for 5h;
Heating;
DOI:10.1021/ol051849t
- Guidance literature:
-
Multi-step reaction with 4 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
3: 92 percent / TBAF / tetrahydrofuran / 0 - 20 °C
4: 98 percent / K2CO3; H2O / methanol / 5 h / Heating
With
potassium phosphate; tetrabutyl ammonium fluoride; water; tert.-butyl lithium; potassium carbonate; 9-methoxy-9-BBN;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,N-dimethyl-formamide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; toluene; pentane;
1: Wittig reaction / 2: Suzuki coupling;
DOI:10.1021/ol051849t
- Guidance literature:
-
Multi-step reaction with 11 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
10: 92 percent / TBAF / tetrahydrofuran / 0 - 20 °C
11: 98 percent / K2CO3; H2O / methanol / 5 h / Heating
With
2,6-dimethylpyridine; titanium(IV) isopropylate; potassium phosphate; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; hydrogen; tert.-butyl lithium; potassium acetate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; (+)-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; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; acetone; toluene; pentane;
2: Horner-Emmons olefination / 4: Sharpless epoxidation / 9: Suzuki coupling;
DOI:10.1021/ol051849t
