Technology Process of (4R,18R,Z)-ethyl 18-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)nonadec-2-enoate
There total 15 articles about (4R,18R,Z)-ethyl 18-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)nonadec-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:
-
ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate;
With
18-crown-6 ether; potassium hexamethylsilazane;
In
tetrahydrofuran;
at 0 ℃;
for 0.25h;
C31H56O4Si;
In
tetrahydrofuran;
at -78 ℃;
for 2h;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; (DHQD)2AQN; potassium osmate(VI) dihydrate; water / tert-butyl alcohol / 24 h / 0 °C
2.1: toluene-4-sulfonic acid / benzene / 12 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 5 h / -78 °C / Inert atmosphere
4.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C
5.1: potassium hexamethylsilazane; 18-crown-6 ether / tetrahydrofuran / 0.25 h / 0 °C
5.2: 2 h / -78 °C
With
potassium osmate(VI) dihydrate; 18-crown-6 ether; methanesulfonamide; (DHQD)2AQN; water; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; potassium hexacyanoferrate(III);
In
tetrahydrofuran; dichloromethane; toluene; tert-butyl alcohol; benzene;
1.1: |Sharpless Dihydroxylation / 5.2: |Still-Gennary Z-Olefination;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C
2.1: potassium hexamethylsilazane; 18-crown-6 ether / tetrahydrofuran / 0.25 h / 0 °C
2.2: 2 h / -78 °C
With
18-crown-6 ether; potassium hexamethylsilazane; Dess-Martin periodane;
In
tetrahydrofuran; dichloromethane;
2.2: |Still-Gennary Z-Olefination;
DOI:10.1002/ejoc.201301287
