Technology Process of (2S,5S)-1-((4S,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)-4-methylenehexan-2-ol
There total 9 articles about (2S,5S)-1-((4S,6S)-6-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)-5-((2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl)-4-methylenehexan-2-ol 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:
-
(2S,4S)-4-((R)-3-bromobut-3-en-2-yl)-2-(4-methoxyphenyl)-1,3-dioxane;
With
tert.-butyl lithium;
In
diethyl ether;
at -78 ℃;
for 2h;
Inert atmosphere;
With
copper(l) iodide;
In
diethyl ether;
at -78 - -40 ℃;
for 2h;
Inert atmosphere;
(4S,6S)-4-((benzyloxy)methyl)-2,2-dimethyl-6-((R)-oxiran-2-ylmethyl)-1,3-dioxane;
In
diethyl ether;
at -78 - -10 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol403566w
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium methylate / methanol / 3 h / 80 °C / Inert atmosphere
2.1: tert.-butyl lithium / diethyl ether / 2 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 - -40 °C / Inert atmosphere
2.3: 2 h / -78 - -10 °C / Inert atmosphere
With
tert.-butyl lithium; sodium methylate;
In
methanol; diethyl ether;
DOI:10.1021/ol403566w
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 1.17 h / 0 - 20 °C / Inert atmosphere
2.1: pyridinium p-toluenesulfonate / methanol / 24 h / 20 °C / Inert atmosphere
3.1: potassium iodide; potassium carbonate; 3,3-dimethyl-2,2-diphenyl-1,3,2-oxazaborolidin-3-ium-2-uide / acetonitrile / 48 h / 60 °C / Inert atmosphere
4.1: N-iodo-succinimide / acetonitrile / 16 h / -40 - 0 °C / Inert atmosphere
4.2: 2 h / 20 °C / Inert atmosphere
5.1: pyridinium p-toluenesulfonate / dichloromethane / 14 h / 20 °C / Inert atmosphere
6.1: tert.-butyl lithium / diethyl ether / 2 h / -78 °C / Inert atmosphere
6.2: 2 h / -78 - -40 °C / Inert atmosphere
6.3: 2 h / -78 - -10 °C / Inert atmosphere
With
N-iodo-succinimide; 3,3-dimethyl-2,2-diphenyl-1,3,2-oxazaborolidin-3-ium-2-uide; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium carbonate; potassium iodide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/ol403566w
