Technology Process of (2R,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
There total 11 articles about (2R,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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
tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
at 20 ℃;
for 12h;
DOI:10.1021/ja801576v
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 7.34 g / DIBALH / CH2Cl2; toluene / 2 h / -78 °C
2.1: 87 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4A / CH2Cl2; 2,2,4-trimethyl-pentane / -20 - 20 °C
3.1: triethylamine; SO3*pyridine / CH2Cl2; dimethylsulfoxide / 0.5 h / 0 °C
4.1: 5.38 g / tetrahydrofuran / 0.5 h / 0 °C
5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C
6.1: 94 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 3.5 h / 20 °C
7.1: 97 percent / sodium hydride; tetra-n-butylammonium iodide / dimethylformamide; various solvent(s) / 1.67 h / 20 °C
8.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1.75 h / 20 °C
8.2: 95 percent / sodium hydroxide; hydrogen peroxide / H2O / 20 °C
9.1: 76 percent / potassium hydride; tetra-n-butylammonium iodide / tetrahydrofuran; various solvent(s) / 1 h / Heating
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO3 complex; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; diisobutylaluminium hydride; (-)-diethyl tartrate; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane;
4 A molecular sieve;
In
tetrahydrofuran; 2,2,4-trimethylpentane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
2.1: Sharpless asymmetric epoxidation / 4.1: Wittig methylenation;
DOI:10.1016/S0040-4020(01)00164-8
