Technology Process of 2,6-dimethylphenyl (2R,3S,4R,5R,8S,10R)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-5,8-epoxy-10-[N-methyl-N-(toluene-4-sulfonyl)amino]tridecanoate
There total 16 articles about 2,6-dimethylphenyl (2R,3S,4R,5R,8S,10R)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-5,8-epoxy-10-[N-methyl-N-(toluene-4-sulfonyl)amino]tridecanoate 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
2,6-dimethylpyridine;
In
dichloromethane;
at 20 ℃;
for 16h;
DOI:10.1039/c2ob26801a
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: tin(IV) chloride / dichloromethane / 0.08 h / -78 °C
1.2: 0.83 h / -78 °C
2.1: tin(IV) chloride / dichloromethane / 6 h / 20 °C
3.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 0.75 h / Reflux
4.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 15 h / 20 °C / 760.05 Torr
5.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 2 h / -78 - 20 °C
6.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C
6.2: 1 h / -78 °C
7.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 20 °C
With
2,6-dimethylpyridine; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; hydrogen; tri-n-butyl-tin hydride; tin(IV) chloride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; benzene;
5.1: |Swern Oxidation;
DOI:10.1039/c2ob26801a
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C
1.2: 2 h / -78 °C
2.1: 20% palladium hydroxide-activated charcoal; ammonium formate; formic acid / methanol / 3 h / 20 °C
3.1: triethylamine; dmap / dichloromethane / 24 h / 0 - 20 °C
4.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C
4.2: 15 h / 20 °C
5.1: lithium aluminium tetrahydride / diethyl ether / 1.5 h / 0 - 20 °C
6.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 2 h / -78 - 20 °C
7.1: tin(IV) chloride / dichloromethane / 0.08 h / -78 °C
7.2: 0.83 h / -78 °C
8.1: tin(IV) chloride / dichloromethane / 6 h / 20 °C
9.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / benzene / 0.75 h / Reflux
10.1: palladium 10% on activated carbon; hydrogen; acetic acid / ethanol / 15 h / 20 °C / 760.05 Torr
11.1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 2 h / -78 - 20 °C
12.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C
12.2: 1 h / -78 °C
13.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 20 °C
With
2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; tri-n-butyl-tin hydride; ammonium formate; tin(IV) chloride; sodium hydride; acetic acid; dimethyl sulfoxide; triethylamine; diisopropylamine;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; benzene;
11.1: |Swern Oxidation;
DOI:10.1039/c2ob26801a
