Technology Process of (E)-(2R,6R,7R,8R,10S)-11-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-7-(4-methoxy-benzyloxy)-2,4,8,10-tetramethyl-1-phenylsulfanyl-undec-3-en-5-ol
There total 15 articles about (E)-(2R,6R,7R,8R,10S)-11-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-7-(4-methoxy-benzyloxy)-2,4,8,10-tetramethyl-1-phenylsulfanyl-undec-3-en-5-ol 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
zinc(II) tetrahydroborate;
In
diethyl ether;
at -20 ℃;
for 1h;
Yield given;
DOI:10.1021/jo00045a008
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 100 percent / DIBALH / CH2Cl2 / -78 - 0 °C
2: Et3N, DMAP / CH2Cl2 / 10 h / Ambient temperature
3: Na, NH3 / 0.25 h / -78 °C
4: 90 percent / H2 / 4 percent rhodium catalyst / CH2Cl2 / 5 h / 62057.8 Torr / Ambient temperature
5: Swern oxidation
6: Bu2BOTf, i-Pr2EtN / toluene / -78 to 0 deg C
7: 1) Me3Al / 2) 0 deg C to r.t., 20 h
8: 61 percent / TfOH
9: 1) t-BuLi / 1) THF, -100 deg C, 2) -78 deg C, 1 h
10: Zn(BH4)2 / diethyl ether / 1 h / -20 °C
With
dmap; zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; ammonia; hydrogen; trimethylaluminum; tert.-butyl lithium; sodium; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
rhodium;
In
diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00045a008
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Et3N, DMAP / CH2Cl2 / 10 h / Ambient temperature
2: Na, NH3 / 0.25 h / -78 °C
3: 90 percent / H2 / 4 percent rhodium catalyst / CH2Cl2 / 5 h / 62057.8 Torr / Ambient temperature
4: Swern oxidation
5: Bu2BOTf, i-Pr2EtN / toluene / -78 to 0 deg C
6: 1) Me3Al / 2) 0 deg C to r.t., 20 h
7: 61 percent / TfOH
8: 1) t-BuLi / 1) THF, -100 deg C, 2) -78 deg C, 1 h
9: Zn(BH4)2 / diethyl ether / 1 h / -20 °C
With
dmap; zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; ammonia; hydrogen; trimethylaluminum; tert.-butyl lithium; sodium; triethylamine; N-ethyl-N,N-diisopropylamine;
rhodium;
In
diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00045a008
