Technology Process of (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-yl 3''-benzyloxy-4'',5''-dimethoxybenzoate
There total 12 articles about (-)-(2R,3R)-cis-5,7-bis(benzyloxy)-2-[3',5'-bis(benzyloxy)-4'-methoxyphenyl]chroman-3-yl 3''-benzyloxy-4'',5''-dimethoxybenzoate 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 8 steps
1.1: 45.1 percent / H2SO4/SiO2 / CH2Cl2 / 20 °C
2.1: imidazole / dimethylformamide / 20 °C
3.1: AD-mix α; methanesulfonamide / CH2Cl2; 2-methyl-propan-2-ol; H2O / 0 °C
4.1: 2.2 g / TBAF / tetrahydrofuran / 4 h / 20 °C
5.1: triethyl orthoformate; PPTS / 5 h / 50 °C
5.2: 71.8 percent / K2CO3 / 1,2-dimethoxy-ethane; methanol / 20 °C
6.1: 85.7 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
7.1: 88.8 percent / L-Selectride / tetrahydrofuran / -78 °C
8.1: DMAP / CH2Cl2 / 20 °C
With
1H-imidazole; dmap; AD-mix-α; methanesulfonamide; sulfuric acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; silica gel; L-Selectride; Dess-Martin periodane; orthoformic acid triethyl ester;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2006.04.010
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 91 percent / DIBAL / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
2.1: 45.1 percent / H2SO4/SiO2 / CH2Cl2 / 20 °C
3.1: imidazole / dimethylformamide / 20 °C
4.1: AD-mix α; methanesulfonamide / CH2Cl2; 2-methyl-propan-2-ol; H2O / 0 °C
5.1: 2.2 g / TBAF / tetrahydrofuran / 4 h / 20 °C
6.1: triethyl orthoformate; PPTS / 5 h / 50 °C
6.2: 71.8 percent / K2CO3 / 1,2-dimethoxy-ethane; methanol / 20 °C
7.1: 85.7 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
8.1: 88.8 percent / L-Selectride / tetrahydrofuran / -78 °C
9.1: DMAP / CH2Cl2 / 20 °C
With
1H-imidazole; dmap; AD-mix-α; methanesulfonamide; sulfuric acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; silica gel; L-Selectride; diisobutylaluminium hydride; Dess-Martin periodane; orthoformic acid triethyl ester;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2006.04.010