Technology Process of (2S,4S,5S,6E,8E,10E)-12-(4-methoxybenzyloxy)-5-(methoxymethoxy)-2,4,10-trimethyldodeca-6,8,10-trienal
There total 17 articles about (2S,4S,5S,6E,8E,10E)-12-(4-methoxybenzyloxy)-5-(methoxymethoxy)-2,4,10-trimethyldodeca-6,8,10-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
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
DOI:10.1021/ja0581346
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 86 percent / hydrogen / Pd/C / ethanol / 760 Torr
2.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 0.67 h / -78 - 20 °C
3.1: HMPA; nBuLi / tetrahydrofuran; petroleum ether / 0.17 h / cooling
3.2: 92 percent / tetrahydrofuran; petroleum ether / 1.17 h / -78 - 20 °C
4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; Petroleum ether;
2.1: Swern oxidation / 3.2: Horner-Wadsworth-Emmons olefination / 5.1: Swern oxidation;
DOI:10.1021/ja0581346
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 89 percent / iPr2NEt; TBAI / CH2Cl2 / 48 h / 20 °C
2.1: 86 percent / hydrogen / Pd/C / ethanol / 760 Torr
3.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 0.67 h / -78 - 20 °C
4.1: HMPA; nBuLi / tetrahydrofuran; petroleum ether / 0.17 h / cooling
4.2: 92 percent / tetrahydrofuran; petroleum ether / 1.17 h / -78 - 20 °C
5.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C
6.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; Petroleum ether;
3.1: Swern oxidation / 4.2: Horner-Wadsworth-Emmons olefination / 6.1: Swern oxidation;
DOI:10.1021/ja0581346