Technology Process of (2S,5S,6R,10R,11S)-5-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10-heptyl-2-isopropyl-4,11-dimethyl-1,9-dioxa-4-aza-cyclododecane-3,8,12-trione
There total 36 articles about (2S,5S,6R,10R,11S)-5-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10-heptyl-2-isopropyl-4,11-dimethyl-1,9-dioxa-4-aza-cyclododecane-3,8,12-trione 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
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine;
In
toluene;
at 85 ℃;
Yield given;
DOI:10.1021/jo9608329
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 91 percent / LiOH*H2O / H2O; methanol / 3 h / Heating
2: oxalyl chloride / CH2Cl2 / 0 - 20 °C
3: 80 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 0 - 20 °C
4: 95 percent / tetra-n-butyammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
5: 92 percent / pyridine / CH2Cl2 / 15 h / 20 °C
6: 86 percent / cerium(IV) ammonium nitrate / H2O; acetonitrile / 0.5 h / 0 °C
7: oxalyl chloride / CH2Cl2 / 3 h / 0 - 20 °C
8: 80 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 3 h / 20 °C
9: 98 percent / H2 / Pd/C / ethyl acetate / 1 h / 25 °C / balloon
10: EDC; 4-(dimethylamino)pyridine / CH2Cl2 / 12 h / 20 °C
11: Cu(OTf)2 / acetonitrile / 14 h / Heating
With
pyridine; dmap; lithium hydroxide; oxalyl dichloride; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; hydrogen; copper(II) bis(trifluoromethanesulfonate); N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo0497499
- Guidance literature:
-
Multi-step reaction with 10 steps
1: oxalyl chloride / CH2Cl2 / 0 - 20 °C
2: 80 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 0 - 20 °C
3: 95 percent / tetra-n-butyammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C
4: 92 percent / pyridine / CH2Cl2 / 15 h / 20 °C
5: 86 percent / cerium(IV) ammonium nitrate / H2O; acetonitrile / 0.5 h / 0 °C
6: oxalyl chloride / CH2Cl2 / 3 h / 0 - 20 °C
7: 80 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 3 h / 20 °C
8: 98 percent / H2 / Pd/C / ethyl acetate / 1 h / 25 °C / balloon
9: EDC; 4-(dimethylamino)pyridine / CH2Cl2 / 12 h / 20 °C
10: Cu(OTf)2 / acetonitrile / 14 h / Heating
With
pyridine; dmap; oxalyl dichloride; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; hydrogen; copper(II) bis(trifluoromethanesulfonate); N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo0497499