Technology Process of (+)-(2R,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate
There total 11 articles about (+)-(2R,3S)-5,7-bis(benzyloxy)-2-[3,4-bis(benzyloxy)phenyl]chroman-3-yl 3,4,5-tris(benzyloxy)benzoate 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
dmap; dicyclohexyl-carbodiimide;
In
dichloromethane;
at 20 ℃;
for 12h;
DOI:10.1016/j.tet.2004.10.048
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / tetrahydrofuran; various solvent(s) / 2 h / 20 °C
2.1: 7.9 g / DIBAL / tetrahydrofuran; hexane / 2 h / -78 - 20 °C
3.1: 47.3 percent / silica gel supported H2SO4 / CH2Cl2 / 20 °C
4.1: imidazole / dimethylformamide / 20 °C
5.1: AD-mixα; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C
6.1: TBAF / tetrahydrofuran / 4 h / 20 °C
7.1: triethyl orthoformate; pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 60 °C
7.2: K2CO3 / methanol; 1,2-dimethoxy-ethane / 20 °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; sodium hydride; diisobutylaluminium hydride; orthoformic acid triethyl ester;
In
tetrahydrofuran; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;
3.1: Friedel-Craft alkylation / 5.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.bmc.2004.04.033
