Technology Process of (2E)-17,18,19,20-tetranor-16-(3-biphenyl)-2,3,13,14-tetradehydro-PGE1 methyl ester 11,15-bis(t-butyldimethylsilyl ether)
There total 7 articles about (2E)-17,18,19,20-tetranor-16-(3-biphenyl)-2,3,13,14-tetradehydro-PGE1 methyl ester 11,15-bis(t-butyldimethylsilyl ether) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene / 23 h / 100 °C
2.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -70 °C
2.2: 6 h / -70 - 20 °C
3.1: Lipase PS / toluene / 180 h / 37 °C
4.1: potassium carbonate / methanol / 1.5 h / 20 °C
5.1: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 0 - 20 °C
6.1: n-butyllithium / hexane; toluene / 0.33 h / 0 - 20 °C
6.2: 0.5 h / 0 - 20 °C
7.1: copper(I) cyanide lithium chloride / tetrahydrofuran / 0.33 h / -70 °C
7.2: 2 h / -70 - 20 °C
With
1H-imidazole; n-butyllithium; copper(I) cyanide lithium chloride; diisobutylaluminium hydride; potassium carbonate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
(4E)-5-carbomethoxypent-4-enylzinc(II) iodide;
With
copper(I) cyanide lithium chloride;
In
tetrahydrofuran;
at -70 ℃;
for 0.333333h;
(3R,4R)-3-((S)-4-biphenyl-3-yl-(3-t-butyldimethylsilyloxy)-1-butyn-1-yl)-(4-t-butyldimethylsilyloxy)-2-methylenecyclopentanone;
With
chloro-trimethyl-silane;
In
tetrahydrofuran;
at -70 - 20 ℃;
for 2h;
With
pyridinium p-toluenesulfonate; ammonium chloride;
more than 3 stages;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Lipase PS / toluene / 180 h / 37 °C
2.1: potassium carbonate / methanol / 1.5 h / 20 °C
3.1: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 0 - 20 °C
4.1: n-butyllithium / hexane; toluene / 0.33 h / 0 - 20 °C
4.2: 0.5 h / 0 - 20 °C
5.1: copper(I) cyanide lithium chloride / tetrahydrofuran / 0.33 h / -70 °C
5.2: 2 h / -70 - 20 °C
With
1H-imidazole; n-butyllithium; copper(I) cyanide lithium chloride; potassium carbonate;
In
tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;
