Technology Process of ((2S,13R,14S,15R)-16-((1,3-dioxolan-2-yl)methyl)-13,14,15-tris(benzyloxy)heptadec-16-en-2-yloxy)(tert-butyl)diphenylsilane
There total 12 articles about ((2S,13R,14S,15R)-16-((1,3-dioxolan-2-yl)methyl)-13,14,15-tris(benzyloxy)heptadec-16-en-2-yloxy)(tert-butyl)diphenylsilane 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 chloride diethyl ether;
In
diethyl ether; dichloromethane;
for 72h;
Heating;
DOI:10.1021/ol0620287
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 9-BBN-H / tetrahydrofuran / 4 h / Heating
1.2: 90 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran / 12 h / 20 °C
2.1: 92 percent / CBr4; Ph3P / CH2Cl2 / 24 h / 20 °C
3.1: Mg; dibromoethane / tetrahydrofuran / 4 h / Heating
3.2: CuBr*Me2S / tetrahydrofuran / 7 h / -25 - 20 °C
4.1: 89 percent / triflic acid / CH2Cl2; hexane / 48 h / 20 °C
5.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C
6.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
7.1: 69 percent / SnCl4 / CH2Cl2 / 0.5 h / -78 °C
8.1: 99 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating
9.1: 79 percent / TBAI; NaH / tetrahydrofuran / 12 h / 0 °C
10.1: 69 percent / ZnCl2*OEt2 / CH2Cl2; diethyl ether / 72 h / Heating
With
lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; zinc chloride diethyl ether; 1,1-Dibromoethane; carbon tetrabromide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; magnesium; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
10.1: Sakurai reaction;
DOI:10.1021/ol0620287
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 92 percent / CBr4; Ph3P / CH2Cl2 / 24 h / 20 °C
2.1: Mg; dibromoethane / tetrahydrofuran / 4 h / Heating
2.2: CuBr*Me2S / tetrahydrofuran / 7 h / -25 - 20 °C
3.1: 89 percent / triflic acid / CH2Cl2; hexane / 48 h / 20 °C
4.1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C
5.1: 89 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / 20 °C
6.1: 69 percent / SnCl4 / CH2Cl2 / 0.5 h / -78 °C
7.1: 99 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating
8.1: 79 percent / TBAI; NaH / tetrahydrofuran / 12 h / 0 °C
9.1: 69 percent / ZnCl2*OEt2 / CH2Cl2; diethyl ether / 72 h / Heating
With
lithium aluminium tetrahydride; zinc chloride diethyl ether; 1,1-Dibromoethane; carbon tetrabromide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; tin(IV) chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; magnesium; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane;
9.1: Sakurai reaction;
DOI:10.1021/ol0620287
