Technology Process of Formic acid (8R,9R,10R)-10-formylamino-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester
There total 11 articles about Formic acid (8R,9R,10R)-10-formylamino-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylen-8-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine;
In
dichloromethane;
at -20 - 0 ℃;
for 5h;
DOI:10.1248/cpb.42.1393
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 35 percent / CrO3, dimethylpyrazole / CH2Cl2 / 15 h / -20 - 0 °C
2: 1.) CuBr*Me2S, 2.) NaOMe / 1.) THF, -40 deg C, 30 min, 2.) MeOH, 0 deg C, 1.5 h
3: 84 percent / conc. HCl / dioxane / 4.33 h / 90 °C
4: LDA / tetrahydrofuran; hexane / 0.17 h / -73 °C
5: 50 percent / SnCl4 / CH2Cl2 / 0.25 h / -78 °C
6: 66 percent / BF3*OEt2 / CH2Cl2 / 24 h / 0 °C
7: 155 mg / NBS, benzoyl peroxide / CCl4 / 0.25 h / Heating
8: 39 percent / NaN3 / dimethylformamide / 3.5 h / Ambient temperature
9: 97 percent / DIBAL-H / toluene / 0.17 h / -78 °C
10: 1,3-propanedithiol, Et3N / methanol / 5 h / Heating
11: pyridine / CH2Cl2 / 5 h / -20 - 0 °C
With
pyridine; 1,3-dimethyl-1H-pyrazole; 1.3-propanedithiol; chromium(VI) oxide; hydrogenchloride; N-Bromosuccinimide; sodium azide; Perbenzoic acid; copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; sodium methylate; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.42.1393
- Guidance literature:
-
Multi-step reaction with 8 steps
1: LDA / tetrahydrofuran; hexane / 0.17 h / -73 °C
2: 50 percent / SnCl4 / CH2Cl2 / 0.25 h / -78 °C
3: 66 percent / BF3*OEt2 / CH2Cl2 / 24 h / 0 °C
4: 155 mg / NBS, benzoyl peroxide / CCl4 / 0.25 h / Heating
5: 39 percent / NaN3 / dimethylformamide / 3.5 h / Ambient temperature
6: 97 percent / DIBAL-H / toluene / 0.17 h / -78 °C
7: 1,3-propanedithiol, Et3N / methanol / 5 h / Heating
8: pyridine / CH2Cl2 / 5 h / -20 - 0 °C
With
pyridine; 1.3-propanedithiol; N-Bromosuccinimide; sodium azide; Perbenzoic acid; boron trifluoride diethyl etherate; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.42.1393
