Technology Process of 19-benzyloxycarbonylmethyl-7,13-diethyl-1-methoxy-18-methoxycarbonyl-3,3,8,12,17-pentamethyl-2,3,15,24-tetrahydro-(22H)bilin
There total 22 articles about 19-benzyloxycarbonylmethyl-7,13-diethyl-1-methoxy-18-methoxycarbonyl-3,3,8,12,17-pentamethyl-2,3,15,24-tetrahydro-(22H)bilin which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) sodium nitrite, 2.) zinc dust, sodium acetate / 1.) water, glacial acetic acid, 20 deg C, overnight, 2.) 70 - 80 deg C, 1 h
2: 94 percent / H2 / palladium on charcoal / methanol; tetrahydrofuran / 5 h
3: 88 percent / aq. sodium hydrogen carbonate, iodine, potassium iodide / CHCl3; H2O / 0.25 h
4: H2, sodium acetate / palladium on charcoal / methanol / 6 h
5: 68.4 percent / sulphuric acid / tetrahydrofuran / 24 h / 20 °C
6: 67.4 percent / toluene-p-sulphonic acid / CH2Cl2 / 0.17 h
7: trifluoroacetic acid / 0.17 h
8: methanol; trifluoroacetic acid / 0.75 h
9: 76.7 percent Turnov. / CH2Cl2 / 1 h
With
sulfuric acid; hydrogen; iodine; sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; potassium iodide; zinc; sodium nitrite;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; trifluoroacetic acid;
DOI:10.1039/P19840002733
- Guidance literature:
-
Multi-step reaction with 6 steps
1: H2, sodium acetate / palladium on charcoal / methanol / 6 h
2: 68.4 percent / sulphuric acid / tetrahydrofuran / 24 h / 20 °C
3: 67.4 percent / toluene-p-sulphonic acid / CH2Cl2 / 0.17 h
4: trifluoroacetic acid / 0.17 h
5: methanol; trifluoroacetic acid / 0.75 h
6: 76.7 percent Turnov. / CH2Cl2 / 1 h
With
sulfuric acid; hydrogen; sodium acetate; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; trifluoroacetic acid;
DOI:10.1039/P19840002733
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 88 percent / aq. sodium hydrogen carbonate, iodine, potassium iodide / CHCl3; H2O / 0.25 h
2: H2, sodium acetate / palladium on charcoal / methanol / 6 h
3: 68.4 percent / sulphuric acid / tetrahydrofuran / 24 h / 20 °C
4: 67.4 percent / toluene-p-sulphonic acid / CH2Cl2 / 0.17 h
5: trifluoroacetic acid / 0.17 h
6: methanol; trifluoroacetic acid / 0.75 h
7: 76.7 percent Turnov. / CH2Cl2 / 1 h
With
sulfuric acid; hydrogen; iodine; sodium acetate; sodium hydrogencarbonate; toluene-4-sulfonic acid; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; trifluoroacetic acid;
DOI:10.1039/P19840002733
