Technology Process of 4-[(2S,3R)-3-((1Z,3E)-5-Oxo-penta-1,3-dienyl)-oxiranyl]-butyric acid methyl ester
There total 40 articles about 4-[(2S,3R)-3-((1Z,3E)-5-Oxo-penta-1,3-dienyl)-oxiranyl]-butyric acid methyl 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:
-
Multi-step reaction with 11 steps
1: 96 percent / benzoic acid / 1,2-dimethoxy-ethane / 4 h / Heating
2: 100 percent / H2SO4 / 3 h / 23 °C
3: 93 percent / 95percent zinc amalgam, dry hydrogen chloride / diethyl ether / 6 h / 15 °C
4: 100 percent / H2 / 10percent Pd/C / methanol / 23 °C
5: 99 percent / dry hydroden chloride / 72 h / 23 °C
6: 98 percent / pyridine / 1.) 23 deg C, 6 h, 2.) 50 deg C, 3h
7: 98 percent / K2CO3 / methanol / 2 h / 23 °C
8: 96 percent / Collins reagent / CH2Cl2 / 0.25 h / 23 °C
9: 2.) aq. NaHCO3 / tetrahydrofuran / 1 h / -78 °C
10: NEt3 / CH2Cl2 / 0.25 h / -45 °C
11: phosphate buffer / -45 - 0 °C
With
pyridine; hydrogenchloride; amalgamated zinc; phosphate buffer; Collins oxidation agent; sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; benzoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane;
DOI:10.1021/ja00524a045
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 93 percent / 95percent zinc amalgam, dry hydrogen chloride / diethyl ether / 6 h / 15 °C
2: 100 percent / H2 / 10percent Pd/C / methanol / 23 °C
3: 99 percent / dry hydroden chloride / 72 h / 23 °C
4: 98 percent / pyridine / 1.) 23 deg C, 6 h, 2.) 50 deg C, 3h
5: 98 percent / K2CO3 / methanol / 2 h / 23 °C
6: 96 percent / Collins reagent / CH2Cl2 / 0.25 h / 23 °C
7: 2.) aq. NaHCO3 / tetrahydrofuran / 1 h / -78 °C
8: NEt3 / CH2Cl2 / 0.25 h / -45 °C
9: phosphate buffer / -45 - 0 °C
With
pyridine; hydrogenchloride; amalgamated zinc; phosphate buffer; Collins oxidation agent; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00524a045
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 100 percent / H2SO4 / 3 h / 23 °C
2: 93 percent / 95percent zinc amalgam, dry hydrogen chloride / diethyl ether / 6 h / 15 °C
3: 100 percent / H2 / 10percent Pd/C / methanol / 23 °C
4: 99 percent / dry hydroden chloride / 72 h / 23 °C
5: 98 percent / pyridine / 1.) 23 deg C, 6 h, 2.) 50 deg C, 3h
6: 98 percent / K2CO3 / methanol / 2 h / 23 °C
7: 96 percent / Collins reagent / CH2Cl2 / 0.25 h / 23 °C
8: 2.) aq. NaHCO3 / tetrahydrofuran / 1 h / -78 °C
9: NEt3 / CH2Cl2 / 0.25 h / -45 °C
10: phosphate buffer / -45 - 0 °C
With
pyridine; hydrogenchloride; amalgamated zinc; phosphate buffer; Collins oxidation agent; sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00524a045