Technology Process of <3S,4R,6Z,10S,10(4R,6S)>-10-(2,2-dimethyl-4-ethyl-1,3-dioxan-6-yl)-7-(2,2-dimethylhydrazino)-1-<(4-methoxyphenyl)methoxy>-4-methyl-3-(trimethylsiloxy)-6-undecen-5-one
There total 15 articles about <3S,4R,6Z,10S,10(4R,6S)>-10-(2,2-dimethyl-4-ethyl-1,3-dioxan-6-yl)-7-(2,2-dimethylhydrazino)-1-<(4-methoxyphenyl)methoxy>-4-methyl-3-(trimethylsiloxy)-6-undecen-5-one 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:
-
Multi-step reaction with 11 steps
3: 63 percent / (N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 20 °C
5: 99 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 1 h / 25 °C
6: 99 percent / oxalyl chloride, DMSO / CH2Cl2 / 1 h / -78 °C
7: 95 percent / CH2Cl2 / 12 h / 25 °C
8: 93 percent / H2 / 5percent Pd/C / ethyl acetate / 6 h / 25 °C / 760 Torr
9: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h
10: chlorotrimethylsilane / CH2Cl2 / 0.83 h / 21 °C
11: 1.) LDA / 1.) Et2O, THF, 0 deg C, 35 min, 2.) -45 deg C, 19.5 h
With
dmap; chloro-trimethyl-silane; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja00175a038
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 95 percent / CH2Cl2 / 12 h / 25 °C
2: 93 percent / H2 / 5percent Pd/C / ethyl acetate / 6 h / 25 °C / 760 Torr
3: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h
4: chlorotrimethylsilane / CH2Cl2 / 0.83 h / 21 °C
5: 1.) LDA / 1.) Et2O, THF, 0 deg C, 35 min, 2.) -45 deg C, 19.5 h
With
chloro-trimethyl-silane; hydrogen; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja00175a038
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 63 percent / (N,N-dimethylamino)pyridine / CH2Cl2 / 12 h / 20 °C
3: 99 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 1 h / 25 °C
4: 99 percent / oxalyl chloride, DMSO / CH2Cl2 / 1 h / -78 °C
5: 95 percent / CH2Cl2 / 12 h / 25 °C
6: 93 percent / H2 / 5percent Pd/C / ethyl acetate / 6 h / 25 °C / 760 Torr
7: 93 percent / tetrahydrofuran; diethyl ether / 0.25 h
8: chlorotrimethylsilane / CH2Cl2 / 0.83 h / 21 °C
9: 1.) LDA / 1.) Et2O, THF, 0 deg C, 35 min, 2.) -45 deg C, 19.5 h
With
dmap; chloro-trimethyl-silane; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja00175a038
