Technology Process of 7-{(1R,2R,5S)-3-Oxo-5-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-heptanoic acid
There total 15 articles about 7-{(1R,2R,5S)-3-Oxo-5-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentyl}-heptanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
2: 75 percent / methanesulfonyl chloride, 4-dimethylaminopyridine / CH2Cl2
3: 88 percent / tributyltin hydride, di-tert-butyl peroxide / 0.25 h / 110 °C
4: 86 percent / diisobutylaluminum hydride, 2,6-di-tert-butyl-4-methylphenol / toluene / from -78 deg C to -20 deg C for 3h and -20 deg C for 2.5h
5: 94 percent
6: 84 percent / (n-C4H9)4NF / tetrahydrofuran / 5 h / 23 °C
7: 20percent NaOH-H2O / 3.7 h / 25 °C
8: Jones reagent / 0.67 h / -30 °C
With
dmap; sodium hydroxide; jones reagent; di-tert-butyl peroxide; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; methanesulfonyl chloride;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(01)80164-7
- Guidance literature:
-
Multi-step reaction with 8 steps
2: 75 percent / methanesulfonyl chloride, 4-dimethylaminopyridine / CH2Cl2
3: 88 percent / tributyltin hydride, di-tert-butyl peroxide / 0.25 h / 110 °C
4: 86 percent / diisobutylaluminum hydride, 2,6-di-tert-butyl-4-methylphenol / toluene / from -78 deg C to -20 deg C for 3h and -20 deg C for 2.5h
5: 94 percent
6: 84 percent / (n-C4H9)4NF / tetrahydrofuran / 5 h / 23 °C
7: 20percent NaOH-H2O / 3.7 h / 25 °C
8: Jones reagent / 0.67 h / -30 °C
With
dmap; sodium hydroxide; jones reagent; di-tert-butyl peroxide; 2,6-di-tert-butyl-4-methyl-phenol; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; diisobutylaluminium hydride; methanesulfonyl chloride;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(01)80164-7
- Guidance literature:
-
Multi-step reaction with 9 steps
2: 56 percent / 4-dimethylaminopyridine / CH2Cl2 / 21 h / 0 - 4 °C
3: 85 percent / tributyltin hydride, di-tert-butyl peroxide / 7.5 h / 50 °C
4: 68 percent / H2, cyclododecene / 5percent Pd/C / benzene; cyclohexane / 3 h / 27 °C / 760 Torr
5: 86 percent / diisobutylaluminum hydride, 2,6-di-tert-butyl-4-methylphenol / toluene / from -78 deg C to -20 deg C for 3h and -20 deg C for 2.5h
6: 94 percent
7: 84 percent / (n-C4H9)4NF / tetrahydrofuran / 5 h / 23 °C
8: 20percent NaOH-H2O / 3.7 h / 25 °C
9: Jones reagent / 0.67 h / -30 °C
With
dmap; sodium hydroxide; jones reagent; di-tert-butyl peroxide; 2,6-di-tert-butyl-4-methyl-phenol; cyclododecene; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; cyclohexane; toluene; benzene;
DOI:10.1016/S0040-4039(01)80164-7
