Technology Process of methyl (3S,4R,5S)-[5-benzyloxy-3,4-(isopropylidenedioxy)tetrahydropyran-2-yl]acetate
There total 11 articles about methyl (3S,4R,5S)-[5-benzyloxy-3,4-(isopropylidenedioxy)tetrahydropyran-2-yl]acetate 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
sodium hexamethyldisilazane;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.75h;
DOI:10.1021/ol027192i
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 94 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; various solvent(s) / 8 h / Heating
2.1: 68 percent / osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O / 2 h / 20 °C
3.1: 92 percent / p-toluenesulfonic acid monohydrate / 2 h / 20 °C
4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating
5.1: 94 percent / pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH2Cl2 / 2.5 h / 20 °C
6.1: (S,S')-α,α'-dimethyldibenzylamine hydrochloride; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
7.1: ozone / methanol; CH2Cl2 / 0.5 h / -78 °C
7.2: triphenylphosphine / methanol; CH2Cl2 / -78 - 20 °C
8.1: 1.0 g / sodium borohydride / methanol / 1 h / 20 °C
9.1: 92 percent / potassium carbonate / dimethylformamide / 0.5 h / 20 °C
10.1: sodium hexamethyldisilazide / tetrahydrofuran; hexane / 0.75 h / -78 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol027192i
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 94 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; various solvent(s) / 8 h / Heating
2.1: 68 percent / osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O / 2 h / 20 °C
3.1: 92 percent / p-toluenesulfonic acid monohydrate / 2 h / 20 °C
4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating
5.1: 94 percent / pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH2Cl2 / 2.5 h / 20 °C
6.1: (S,S')-α,α'-dimethyldibenzylamine hydrochloride; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
7.1: ozone / methanol; CH2Cl2 / 0.5 h / -78 °C
7.2: triphenylphosphine / methanol; CH2Cl2 / -78 - 20 °C
8.1: 1.0 g / sodium borohydride / methanol / 1 h / 20 °C
9.1: 92 percent / potassium carbonate / dimethylformamide / 0.5 h / 20 °C
10.1: sodium hexamethyldisilazide / tetrahydrofuran; hexane / 0.75 h / -78 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol027192i
