Technology Process of (2Z,4Z,6S,7S,8E)-7-(tert-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-2,4,6,9-tetramethylundeca-2,4,8-trienal
There total 12 articles about (2Z,4Z,6S,7S,8E)-7-(tert-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-2,4,6,9-tetramethylundeca-2,4,8-trienal 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
Dess-Martin periodane;
In
dichloromethane;
at 0 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/jo901565n
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: chlorodicyclohexylborane; Me2NEt / diethyl ether; hexane / -78 - 0 °C
1.2: diethyl ether; hexane / 19 h / -78 - -22 °C
2.1: 92 percent / 2,6-lutidine / CH2Cl2 / 0.75 h / -78 - -40 °C
3.1: LiBH4 / tetrahydrofuran / 76 h / -78 - 20 °C
4.1: sodium meta-periodate / methanol; H2O / 0.67 h / 0 °C
5.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -40 °C
5.2: tetrahydrofuran; toluene / 3 h / -78 °C
6.1: DIBAl-H / CH2Cl2; hexane / 1 h / -78 °C
7.1: MnO2 / CH2Cl2 / 20 h / 20 °C
8.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.25 h / -40 °C
8.2: 87 percent / tetrahydrofuran / 6 h / -78 °C
9.1: DIBAl-H / CH2Cl2; hexane / 1 h / -78 °C
10.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 0 °C
With
2,6-dimethylpyridine; manganese(IV) oxide; sodium periodate; lithium borohydride; 18-crown-6 ether; N,N-dimethyl-ethanamine; dicyclohexylboron chloride; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; toluene;
1.2: Paterson aldol reaction / 5.2: Horner-Wadsworth-Emmons olefination / 8.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ja071461o
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -40 °C
1.2: tetrahydrofuran; toluene / 3 h / -78 °C
2.1: DIBAl-H / CH2Cl2; hexane / 1 h / -78 °C
3.1: MnO2 / CH2Cl2 / 20 h / 20 °C
4.1: 18-crown-6; KHMDS / tetrahydrofuran / 0.25 h / -40 °C
4.2: 87 percent / tetrahydrofuran / 6 h / -78 °C
5.1: DIBAl-H / CH2Cl2; hexane / 1 h / -78 °C
6.1: Dess-Martin periodinane / CH2Cl2 / 1 h / 0 °C
With
manganese(IV) oxide; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane;
In
tetrahydrofuran; hexane; dichloromethane; toluene;
1.2: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ja071461o
