Technology Process of (15S)-17-<4-(tritylamino)phenyl>-18,19,20-trinorprostaglandin F2α methyl ester 11,15-bis(tert-butyldimethylsilyl ether)
There total 12 articles about (15S)-17-<4-(tritylamino)phenyl>-18,19,20-trinorprostaglandin F2α methyl ester 11,15-bis(tert-butyldimethylsilyl ether) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: chromium trioxide-dipyridine complex, Celite / CH2Cl2 / 0.33 h / 0 °C
2: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h
3: 47 percent / NaBH4, CeCl3*7H2O / methanol; tetrahydrofuran / 0.17 h / 25 °C
4: K2CO3, MeOH
5: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C
6: DIBAL / toluene / -78 °C
With
1H-imidazole; methanol; sodium tetrahydroborate; cerium(III) chloride; 2,2'-bipyridine-chromium(VI) oxide; Celite; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00121a046
- Guidance literature:
-
Multi-step reaction with 9 steps
1: pyridine / 20 h / 25 °C
2: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) toluene, THF, -78 deg C, 30 min
3: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h
4: 47 percent / NaBH4, CeCl3*7H2O / methanol; tetrahydrofuran / 0.17 h / 25 °C
5: K2CO3, MeOH
6: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C
7: DIBAL / toluene / -78 °C
With
pyridine; 1H-imidazole; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00121a046
- Guidance literature:
-
Multi-step reaction with 10 steps
1: HCl(g) / 20 h / Heating
2: pyridine / 20 h / 25 °C
3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) toluene, THF, -78 deg C, 30 min
4: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h
5: 47 percent / NaBH4, CeCl3*7H2O / methanol; tetrahydrofuran / 0.17 h / 25 °C
6: K2CO3, MeOH
7: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C
8: DIBAL / toluene / -78 °C
With
pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00121a046
