Technology Process of (2S,3S,2''R,3''S)-p-toluenesulfonic acid 3-[3''-(tert-butyldimethylsiloxy)tetrahydropyran-2''-yl-methyl]-oxiran-2-yl-methyl ester
There total 5 articles about (2S,3S,2''R,3''S)-p-toluenesulfonic acid 3-[3''-(tert-butyldimethylsiloxy)tetrahydropyran-2''-yl-methyl]-oxiran-2-yl-methyl ester 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
4-diphenylacetoxy-N-methylpiperidine methiodide; triethylamine;
In
dichloromethane;
at 25 ℃;
for 8h;
DOI:10.1016/S0040-4020(02)00047-9
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 88 percent / NaH / benzene / 0.25 h / 25 °C
2.1: 98 percent / DIBALH / hexane; diethyl ether / 1 h / 0 °C
3.1: (+)-diethyl-D-tartrate; 4 Angstroem molecular sieves; titanium isopropoxide / CH2Cl2; decane / 1 h / -20 °C
3.2: 95 percent / tert-butyl hydroperoxide / CH2Cl2; decane / 12 h / -20 °C
4.1: 93 percent / 4-(dimethylamino)pyridine; Et3N / CH2Cl2 / 9 h / 0 - 25 °C
With
titanium(IV) isopropylate; dmap; (+)-diethyl-D-tartrate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; triethylamine;
In
diethyl ether; decane; hexane; dichloromethane; benzene;
DOI:10.1021/ol990618h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 82 percent / n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C
2.1: BH3*SMe2; 2-methyl-2-butene / tetrahydrofuran / 12 h / 25 °C
2.2: 88 percent / aq. NaOH; hydrogen peroxide / tetrahydrofuran / 2 h / 0 °C
3.1: 88 percent / NaH / benzene / 0.25 h / 25 °C
4.1: 98 percent / DIBALH / hexane; diethyl ether / 1 h / 0 °C
5.1: (+)-diethyl-D-tartrate; 4 Angstroem molecular sieves; titanium isopropoxide / CH2Cl2; decane / 1 h / -20 °C
5.2: 95 percent / tert-butyl hydroperoxide / CH2Cl2; decane / 12 h / -20 °C
6.1: 93 percent / 4-(dimethylamino)pyridine; Et3N / CH2Cl2 / 9 h / 0 - 25 °C
With
titanium(IV) isopropylate; dmap; n-butyllithium; 2-methyl-but-2-ene; dimethylsulfide borane complex; (+)-diethyl-D-tartrate; 4 A molecular sieve; sodium hydride; diisobutylaluminium hydride; triethylamine;
In
tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; benzene;
DOI:10.1021/ol990618h
