Technology Process of toluene-4-sulfonic acid 5-methoxymethoxy-7-[2-(4-methoxymethoxy-1H-indol-6-yl)vinyl]-1,1,4a-trimethyl-(2R,4aR,9aR)-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-yl ester
There total 10 articles about toluene-4-sulfonic acid 5-methoxymethoxy-7-[2-(4-methoxymethoxy-1H-indol-6-yl)vinyl]-1,1,4a-trimethyl-(2R,4aR,9aR)-2,3,4,4a,9,9a-hexahydro-1H-xanthen-2-yl ester 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
15-crown-5; sodium hydride;
In
tetrahydrofuran; mineral oil;
for 0.5h;
Inert atmosphere;
Reflux;
DOI:10.1021/jo4014244
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere; Molecular sieve
1.2: 0 °C / Inert atmosphere; Molecular sieve
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
3.1: methanesulfonyl chloride; triethylamine; lithium bromide / 0.08 h / 0 °C / Inert atmosphere; Reflux
3.2: 3 h / 0 - 20 °C / Inert atmosphere
3.3: Inert atmosphere
4.1: methanesulfonyl chloride; triethylamine; lithium bromide / 0.08 h / 0 °C / Inert atmosphere; Reflux
4.2: 3 h / 0 - 20 °C / Inert atmosphere
4.3: Inert atmosphere
5.1: sodium hydride; 15-crown-5 / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere; Reflux
With
n-butyllithium; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide;
In
tetrahydrofuran; hexane; mineral oil;
3.1: |Arbuzov Reaction / 4.1: |Arbuzov Reaction / 5.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jo4014244
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere; Molecular sieve
2.2: 0 °C / Inert atmosphere; Molecular sieve
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
4.1: methanesulfonyl chloride; triethylamine; lithium bromide / 0.08 h / 0 °C / Inert atmosphere; Reflux
4.2: 3 h / 0 - 20 °C / Inert atmosphere
4.3: Inert atmosphere
5.1: methanesulfonyl chloride; triethylamine; lithium bromide / 0.08 h / 0 °C / Inert atmosphere; Reflux
5.2: 3 h / 0 - 20 °C / Inert atmosphere
5.3: Inert atmosphere
6.1: sodium hydride; 15-crown-5 / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere; Reflux
With
1H-imidazole; n-butyllithium; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; methanesulfonyl chloride; triethylamine; lithium bromide;
In
tetrahydrofuran; hexane; dichloromethane; mineral oil;
4.1: |Arbuzov Reaction / 5.1: |Arbuzov Reaction / 6.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jo4014244
