Technology Process of (4Z,7Z,10Z,12E,14E,16R,17S,19Z)-16-cysteinylglycinyl-17-hydroxy-4,7,10,12,14,19-docosahexaenoic acid
There total 13 articles about (4Z,7Z,10Z,12E,14E,16R,17S,19Z)-16-cysteinylglycinyl-17-hydroxy-4,7,10,12,14,19-docosahexaenoic acid 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:
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1810710-63-4
(4Z,7Z,10Z,12E,14E,16R,17S,19Z)-16-cysteinylglycinyl-17-hydroxy-4,7,10,12,14,19-docosahexaenoic acid
- Guidance literature:
-
With
lithium hydroxide;
In
water;
at 0 - 20 ℃;
for 0.5h;
DOI:10.1016/j.tetlet.2015.09.020
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1810710-63-4
(4Z,7Z,10Z,12E,14E,16R,17S,19Z)-16-cysteinylglycinyl-17-hydroxy-4,7,10,12,14,19-docosahexaenoic acid
- Guidance literature:
-
Multi-step reaction with 9 steps
1: iodine; triphenylphosphine; 1H-imidazole / tetrahydrofuran
2: tetra-(n-butyl)ammonium iodide; caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 20 °C
3: hydrogen; pyridine / hexane; ethyl acetate
4: pyridinium p-toluenesulfonate / methanol / 20 °C
5: iodine; triphenylphosphine; 1H-imidazole; N-ethyl-N,N-diisopropylamine / acetonitrile; diethyl ether
6: acetonitrile / 36 h / 75 °C
7: potassium hexamethylsilazane / tetrahydrofuran / -78 - -10 °C
8: triethylamine / methanol; water / 5 h / 20 °C / Inert atmosphere; Darkness
9: lithium hydroxide / water / 0.5 h / 0 - 20 °C
With
pyridine; 1H-imidazole; copper(l) iodide; hydrogen; iodine; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
7: |Wittig Olefination;
DOI:10.1016/j.tetlet.2015.09.020
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1810710-63-4
(4Z,7Z,10Z,12E,14E,16R,17S,19Z)-16-cysteinylglycinyl-17-hydroxy-4,7,10,12,14,19-docosahexaenoic acid
- Guidance literature:
-
Multi-step reaction with 8 steps
1: tetra-(n-butyl)ammonium iodide; caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 20 °C
2: hydrogen; pyridine / hexane; ethyl acetate
3: pyridinium p-toluenesulfonate / methanol / 20 °C
4: iodine; triphenylphosphine; 1H-imidazole; N-ethyl-N,N-diisopropylamine / acetonitrile; diethyl ether
5: acetonitrile / 36 h / 75 °C
6: potassium hexamethylsilazane / tetrahydrofuran / -78 - -10 °C
7: triethylamine / methanol; water / 5 h / 20 °C / Inert atmosphere; Darkness
8: lithium hydroxide / water / 0.5 h / 0 - 20 °C
With
pyridine; 1H-imidazole; copper(l) iodide; hydrogen; iodine; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
6: |Wittig Olefination;
DOI:10.1016/j.tetlet.2015.09.020