Technology Process of Benzoic acid (2S,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-5-methyl-tetrahydro-pyran-3-yl ester
There total 6 articles about Benzoic acid (2S,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-5-methyl-tetrahydro-pyran-3-yl 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:
-
(2R,3S,4R,5R,6S)-6-Benzyloxy-2-benzyloxymethyl-3-methyl-tetrahydro-pyran-3,4,5-triol;
With
di(n-butyl)tin oxide;
In
methanol; benzene;
at 70 ℃;
for 12h;
benzoyl chloride;
With
triethylamine;
In
1,4-dioxane;
at 20 ℃;
for 0.5h;
Further stages.;
DOI:10.1021/ol010089t
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 100 percent / sodium hydride / dimethylformamide / 0.5 h / 20 °C
2.1: 93 percent / sodium cyanoborohydride; HCl; 3 Angstroem molecular sieve / tetrahydrofuran; diethyl ether / 0.17 h
3.1: 100 percent / Dess-Martin periodinane / CH2Cl2 / 1 h
4.1: 66 percent / diethyl ether / 0.5 h / -78 °C
5.1: 100 percent / p-toluenesulfonic acid monohydrate / Pd/C / methanol; H2O / 12 h / 70 °C
6.1: dibuthyltin oxide / benzene; methanol / 12 h / 70 °C
6.2: 100 percent / Et3N / dioxane / 0.5 h / 20 °C
With
hydrogenchloride; 3 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; Dess-Martin periodane; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol010089t
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 93 percent / sodium cyanoborohydride; HCl; 3 Angstroem molecular sieve / tetrahydrofuran; diethyl ether / 0.17 h
2.1: 100 percent / Dess-Martin periodinane / CH2Cl2 / 1 h
3.1: 66 percent / diethyl ether / 0.5 h / -78 °C
4.1: 100 percent / p-toluenesulfonic acid monohydrate / Pd/C / methanol; H2O / 12 h / 70 °C
5.1: dibuthyltin oxide / benzene; methanol / 12 h / 70 °C
5.2: 100 percent / Et3N / dioxane / 0.5 h / 20 °C
With
hydrogenchloride; 3 A molecular sieve; di(n-butyl)tin oxide; sodium cyanoborohydride; Dess-Martin periodane; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;
DOI:10.1021/ol010089t
