Technology Process of (2R,3S,9S,10R)-12-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,9-dimethyl-10-triisopropylsilanyloxy-dodecan-6-one
There total 17 articles about (2R,3S,9S,10R)-12-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-3,9-dimethyl-10-triisopropylsilanyloxy-dodecan-6-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 7 steps
1.1: 2,6-lutidine / CH2Cl2 / 0.25 h / 25 °C
2.1: DIBALH / CH2Cl2 / 0.5 h / 0 °C
3.1: LiCl; DIPEA / acetonitrile / 25 °C
4.1: H2 / Pd/C / methanol
5.1: TMSCl / 18 h / 25 °C
6.1: n-BuLi / tetrahydrofuran / -78 °C
6.2: tetrahydrofuran / 24 h
7.1: SiO2 / CH2Cl2 / 48 h
With
2,6-dimethylpyridine; n-butyllithium; chloro-trimethyl-silane; hydrogen; silica gel; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol0491078
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: n-Bu2BOTf; Et3N / CH2Cl2 / -5 °C
1.2: 94 percent / CH2Cl2 / 3 h / -78 °C
2.1: Me3Al / tetrahydrofuran / 2 h / 0 °C
3.1: 2,6-lutidine / CH2Cl2 / 0.25 h / 25 °C
4.1: DIBALH / CH2Cl2 / 0.5 h / 0 °C
5.1: LiCl; DIPEA / acetonitrile / 25 °C
6.1: H2 / Pd/C / methanol
7.1: TMSCl / 18 h / 25 °C
8.1: n-BuLi / tetrahydrofuran / -78 °C
8.2: tetrahydrofuran / 24 h
9.1: SiO2 / CH2Cl2 / 48 h
With
2,6-dimethylpyridine; n-butyllithium; chloro-trimethyl-silane; di-n-butylboryl trifluoromethanesulfonate; hydrogen; trimethylaluminum; silica gel; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
5.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol0491078
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: LiCl; DIPEA / acetonitrile / 25 °C
2.1: H2 / Pd/C / methanol
3.1: TMSCl / 18 h / 25 °C
4.1: n-BuLi / tetrahydrofuran / -78 °C
4.2: tetrahydrofuran / 24 h
5.1: SiO2 / CH2Cl2 / 48 h
With
n-butyllithium; chloro-trimethyl-silane; hydrogen; silica gel; N-ethyl-N,N-diisopropylamine; lithium chloride;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
1.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol0491078
