Technology Process of ethyl 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-[2'-O-acetyl-4'-O-benzyl-3-(2'',3'',4''-tri-O-benzyl-α-L-rhamnopyranosyl)]-β-L-rhamnopyranosyl disulfide
There total 15 articles about ethyl 3,4-O-(2,3-dimethoxybutane-2,3-diyl)-2-O-[2'-O-acetyl-4'-O-benzyl-3-(2'',3'',4''-tri-O-benzyl-α-L-rhamnopyranosyl)]-β-L-rhamnopyranosyl disulfide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
dichloromethane;
for 1.5h;
Cooling with ice;
DOI:10.1002/anie.201006327
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: camphor-10-sulfonic acid; dimethylglyoxal / methanol / 16 h / Reflux
2.1: pyridine / dichloromethane / 0 - 20 °C
3.1: bromine / dichloromethane / 0.5 h / 0 °C / Molecular sieve
4.1: tetrabutylammomium bromide / 1,4-dioxane / 16 h / 73 °C / Molecular sieve
5.1: triethylamine / dichloromethane / 0 - 20 °C
6.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 h / Inert atmosphere
7.1: N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tertbutylpyridine / dichloromethane / 1 h / Inert atmosphere; Molecular sieve
7.2: 1 h / 10 °C / Inert atmosphere
8.1: tributylphosphine / 1,4-dioxane; chloroform; water / Inert atmosphere
9.1: triethylamine / dichloromethane / 1.5 h / Cooling with ice
With
pyridine; N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tertbutylpyridine; tributylphosphine; camphor-10-sulfonic acid; tetrabutylammomium bromide; bromine; triethylamine tris(hydrogen fluoride); triethylamine; dimethylglyoxal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water;
DOI:10.1002/anie.201006327
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: bromine / dichloromethane / 0.5 h / 0 °C / Molecular sieve
2.1: tetrabutylammomium bromide / 1,4-dioxane / 16 h / 73 °C / Molecular sieve
3.1: triethylamine / dichloromethane / 0 - 20 °C
4.1: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 h / Inert atmosphere
5.1: N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tertbutylpyridine / dichloromethane / 1 h / Inert atmosphere; Molecular sieve
5.2: 1 h / 10 °C / Inert atmosphere
6.1: tributylphosphine / 1,4-dioxane; chloroform; water / Inert atmosphere
7.1: triethylamine / dichloromethane / 1.5 h / Cooling with ice
With
N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tertbutylpyridine; tributylphosphine; tetrabutylammomium bromide; bromine; triethylamine tris(hydrogen fluoride); triethylamine;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water;
DOI:10.1002/anie.201006327