Technology Process of (4S,6S,7S,E)-ethy 10-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-4-hydroxy-6-methyldec-2-enoate
There total 8 articles about (4S,6S,7S,E)-ethy 10-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-4-hydroxy-6-methyldec-2-enoate 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:
-
(4S,5S)-8-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methyloctanal;
With
Nitrosobenzene; D-Prolin;
In
dimethyl sulfoxide;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
diethoxyphosphoryl-acetic acid ethyl ester;
With
caesium carbonate;
In
dimethyl sulfoxide;
at 20 ℃;
for 0.5h;
Inert atmosphere;
With
copper diacetate;
In
ethanol;
at 20 ℃;
optical yield given as %de;
Inert atmosphere;
DOI:10.1021/ol102658d
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: titanium tetrachloride / dichloromethane / 0.25 h / -15 °C / Inert atmosphere
1.2: 0.5 h / -15 °C / Inert atmosphere
1.3: 1 h / -15 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere
4.1: benzene / Reflux; Inert atmosphere
5.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / 0 °C / Inert atmosphere
6.1: 20 % Pd(OH)2/C; hydrogen; triethylamine / benzene / 0.17 h / 20 °C / Inert atmosphere
7.1: Nitrosobenzene; D-Prolin / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
7.2: 0.5 h / 20 °C / Inert atmosphere
7.3: 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; 20 % Pd(OH)2/C; hydrogen; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; Nitrosobenzene; D-Prolin;
In
hexane; dichloromethane; dimethyl sulfoxide; benzene;
7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol102658d
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / 0 °C / Inert atmosphere
2.1: 20 % Pd(OH)2/C; hydrogen; triethylamine / benzene / 0.17 h / 20 °C / Inert atmosphere
3.1: Nitrosobenzene; D-Prolin / dimethyl sulfoxide / 0.17 h / 20 °C / Inert atmosphere
3.2: 0.5 h / 20 °C / Inert atmosphere
3.3: 20 °C / Inert atmosphere
With
20 % Pd(OH)2/C; hydrogen; diisobutylaluminium hydride; triethylamine; Nitrosobenzene; D-Prolin;
In
hexane; dichloromethane; dimethyl sulfoxide; benzene;
3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol102658d
