Technology Process of methyl (10E,12R,13S,15Z)-12-t-butyldimethylsilyloxy-13-p-methoxybenzyloxy-9-oxooctadeca-10,15-dienoate
There total 10 articles about methyl (10E,12R,13S,15Z)-12-t-butyldimethylsilyloxy-13-p-methoxybenzyloxy-9-oxooctadeca-10,15-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h
2: 85 percent / HgCl2; yellow HgO / acetonitrile; H2O / 0.67 h / 0 °C
3: diethyl ether; tetrahydrofuran / 1 h / -78 °C
4: 96 percent / trifluoroacetic acid / tetrahydrofuran; H2O / 30 h / 40 °C
5: 93 percent / pyridine / 1 h
6: 98 percent / imidazole / dimethylformamide / 15 h / 20 °C
7: 93 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 1 h / -50 - -10 °C
8: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h
9: 93 percent / lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.5 h
With
pyridine; 1H-imidazole; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium chloride; mercury dichloride; mercury(II) oxide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
3: Wittig reaction / 9: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00279-4
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h
2: 85 percent / HgCl2; yellow HgO / acetonitrile; H2O / 0.67 h / 0 °C
3: diethyl ether; tetrahydrofuran / 1 h / -78 °C
4: 96 percent / trifluoroacetic acid / tetrahydrofuran; H2O / 30 h / 40 °C
5: 93 percent / pyridine / 1 h
6: 98 percent / imidazole / dimethylformamide / 15 h / 20 °C
7: 93 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 1 h / -50 - -10 °C
8: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h
9: 93 percent / lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1.5 h
With
pyridine; 1H-imidazole; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium chloride; mercury dichloride; mercury(II) oxide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
3: Wittig reaction / 9: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4020(01)00279-4
