Technology Process of methyl 4-[13b-[4-(methoxycarbonyl)phenyl]-1,4,8,11-tetramethyl-6,13-dioxo-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azuden-13-yl]benzoate
There total 5 articles about methyl 4-[13b-[4-(methoxycarbonyl)phenyl]-1,4,8,11-tetramethyl-6,13-dioxo-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azuden-13-yl]benzoate which
guide to synthetic route it.
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synthetic route:
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635320-72-8
methyl 4-[13b-[4-(methoxycarbonyl)phenyl]-1,4,8,11-tetramethyl-6,13-dioxo-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azuden-13-yl]benzoate
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: aq. NaOH / dimethylsulfoxide / 16 h
1.2: 92 percent / aq. HCl / dimethylsulfoxide / 2 h / Heating
2.1: 96 percent / aq. KMnO4 / 16 h / Heating
3.1: 56 percent / H2SO4 / 16 h / Heating
4.1: 70 percent / TsOH*H2O / 40 h / 110 °C
5.1: 84 percent / SOCl2; H2O / 20 h
6.1: 23 percent / SnCl4 / 1,2-dichloro-ethane / 64 h / Heating
With
sodium hydroxide; potassium permanganate; thionyl chloride; sulfuric acid; water; tin(IV) chloride; toluene-4-sulfonic acid;
In
dimethyl sulfoxide; 1,2-dichloro-ethane;
6.1: Friedel-Crafts reaction;
DOI:10.1021/jo035130f
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635320-72-8
methyl 4-[13b-[4-(methoxycarbonyl)phenyl]-1,4,8,11-tetramethyl-6,13-dioxo-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azuden-13-yl]benzoate
- Guidance literature:
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Multi-step reaction with 5 steps
1: 96 percent / aq. KMnO4 / 16 h / Heating
2: 56 percent / H2SO4 / 16 h / Heating
3: 70 percent / TsOH*H2O / 40 h / 110 °C
4: 84 percent / SOCl2; H2O / 20 h
5: 23 percent / SnCl4 / 1,2-dichloro-ethane / 64 h / Heating
With
potassium permanganate; thionyl chloride; sulfuric acid; water; tin(IV) chloride; toluene-4-sulfonic acid;
In
1,2-dichloro-ethane;
5: Friedel-Crafts reaction;
DOI:10.1021/jo035130f
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-
635320-72-8
methyl 4-[13b-[4-(methoxycarbonyl)phenyl]-1,4,8,11-tetramethyl-6,13-dioxo-5,7,12,13b,13c,14-hexahydro-5a,6a,12a,13a-tetraazabenzo[5,6]azuleno[2,1,8-ija]benzo[f]azuden-13-yl]benzoate
- Guidance literature:
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Multi-step reaction with 3 steps
1: 70 percent / TsOH*H2O / 40 h / 110 °C
2: 84 percent / SOCl2; H2O / 20 h
3: 23 percent / SnCl4 / 1,2-dichloro-ethane / 64 h / Heating
With
thionyl chloride; water; tin(IV) chloride; toluene-4-sulfonic acid;
In
1,2-dichloro-ethane;
3: Friedel-Crafts reaction;
DOI:10.1021/jo035130f