Technology Process of (E)-(2S,3R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-trimethylsilanyloxy-oct-6-enoic acid methoxy-methyl-amide
There total 12 articles about (E)-(2S,3R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-trimethylsilanyloxy-oct-6-enoic acid methoxy-methyl-amide 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
triethylamine;
In
dichloromethane;
for 15h;
Heating;
DOI:10.1021/jo034011x
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 84 percent / benzene / 48 h / 0 - 20 °C
2.1: diisopropylamine; n-BuLi / tetrahydrofuran / 1 h / -78 °C
2.2: 78 percent / tetrahydrofuran / 0.08 h
3.1: (-)-diisopropyl tartrate; Ti(O-iPr)4; tert-butylhydroperoxide / molecular sieves 3 Angstroem / CH2Cl2 / 20 h / -20 °C
3.2: 40 percent / FeSO4; citric acid / H2O; CH2Cl2
4.1: 76 percent / TfOH
5.1: DIBAL-H
6.1: dibutylboron triflate; diisopropylethylamine / CH2Cl2 / 0.25 h / 0 °C
6.2: CH2Cl2 / 3 h / -78 °C
6.3: 89 percent / sodium acetate; hydrogen peroxide / methanol; CH2Cl2; H2O / 1.5 h / 0 °C
7.1: 95 percent / trimethylaluminum / hexane; tetrahydrofuran / 0 - 20 °C
8.1: 100 percent / triethylamine / CH2Cl2 / 15 h / Heating
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; (-)-diisopropyl tartrate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine;
3 A molecular sieve;
In
tetrahydrofuran; hexane; dichloromethane; benzene;
1.1: Wittig olefination;
DOI:10.1021/jo034011x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: O3 / CH2Cl2 / -78 °C
1.2: 100 percent / PPh3 / CH2Cl2 / -78 - 20 °C
2.1: 84 percent / benzene / 48 h / 0 - 20 °C
3.1: diisopropylamine; n-BuLi / tetrahydrofuran / 1 h / -78 °C
3.2: 78 percent / tetrahydrofuran / 0.08 h
4.1: (-)-diisopropyl tartrate; Ti(O-iPr)4; tert-butylhydroperoxide / molecular sieves 3 Angstroem / CH2Cl2 / 20 h / -20 °C
4.2: 40 percent / FeSO4; citric acid / H2O; CH2Cl2
5.1: 76 percent / TfOH
6.1: DIBAL-H
7.1: dibutylboron triflate; diisopropylethylamine / CH2Cl2 / 0.25 h / 0 °C
7.2: CH2Cl2 / 3 h / -78 °C
7.3: 89 percent / sodium acetate; hydrogen peroxide / methanol; CH2Cl2; H2O / 1.5 h / 0 °C
8.1: 95 percent / trimethylaluminum / hexane; tetrahydrofuran / 0 - 20 °C
9.1: 100 percent / triethylamine / CH2Cl2 / 15 h / Heating
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; (-)-diisopropyl tartrate; trifluorormethanesulfonic acid; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; ozone; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine;
3 A molecular sieve;
In
tetrahydrofuran; hexane; dichloromethane; benzene;
2.1: Wittig olefination;
DOI:10.1021/jo034011x
