Technology Process of (2R,3R,4R)-6-(benzyloxy)-3-(methoxymethoxy)-4-methylhexane-1,2-diol
There total 12 articles about (2R,3R,4R)-6-(benzyloxy)-3-(methoxymethoxy)-4-methylhexane-1,2-diol 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:
-
Multi-step reaction with 11 steps
2.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 20 h / -20 °C
2.2: 6 h / 25 °C
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C
4.1: lithium borohydride / ethanol / 0 °C
5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / dichloromethane / 4 h / 0 - 20 °C
6.1: pentane; diethyl ether / 2 h / -100 - 0 °C
7.1: N-ethyl-N,N-diisopropylamine / 2 h / 0 - 20 °C
8.1: osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / water; 1,4-dioxane
9.1: D-Prolin / dimethyl sulfoxide / 0.5 h / 20 °C
10.1: sodium tetrahydroborate / ethanol
11.1: copper(ll) sulfate pentahydrate / methanol / 12 h
With
2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; copper(ll) sulfate pentahydrate; sodium hexamethyldisilazane; pivaloyl chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; D-Prolin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; pentane;
1.1: |Jones Oxidation;
DOI:10.1016/j.tetlet.2013.08.043
- Guidance literature:
-
Multi-step reaction with 9 steps
1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C
2: lithium borohydride / ethanol / 0 °C
3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / dichloromethane / 4 h / 0 - 20 °C
4: pentane; diethyl ether / 2 h / -100 - 0 °C
5: N-ethyl-N,N-diisopropylamine / 2 h / 0 - 20 °C
6: osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / water; 1,4-dioxane
7: D-Prolin / dimethyl sulfoxide / 0.5 h / 20 °C
8: sodium tetrahydroborate / ethanol
9: copper(ll) sulfate pentahydrate / methanol / 12 h
With
2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; copper(ll) sulfate pentahydrate; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; D-Prolin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; pentane;
DOI:10.1016/j.tetlet.2013.08.043
- Guidance literature:
-
Multi-step reaction with 8 steps
1: lithium borohydride / ethanol / 0 °C
2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / dichloromethane / 4 h / 0 - 20 °C
3: pentane; diethyl ether / 2 h / -100 - 0 °C
4: N-ethyl-N,N-diisopropylamine / 2 h / 0 - 20 °C
5: osmium(VIII) oxide; 2,6-dimethylpyridine; sodium periodate / water; 1,4-dioxane
6: D-Prolin / dimethyl sulfoxide / 0.5 h / 20 °C
7: sodium tetrahydroborate / ethanol
8: copper(ll) sulfate pentahydrate / methanol / 12 h
With
2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; copper(ll) sulfate pentahydrate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; D-Prolin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; pentane;
DOI:10.1016/j.tetlet.2013.08.043
