Technology Process of Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
There total 1 articles about Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester which
guide to synthetic route it.
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synthetic route:
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114174-24-2
Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
- Guidance literature:
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In
pyridine;
for 24h;
Ambient temperature;
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114174-24-2
Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
- Guidance literature:
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Multi-step reaction with 13 steps
1: potassium acetate / 3 h / Heating
2: ozone / CH2Cl2 / 0.08 h / -70 °C
3: 87 percent / toluene / 15 h / Heating
4: 100 percent / H2 / Pd-C (10percent) / ethyl acetate / 2 h
5: 1.) LDA; / 1.) THF-10percent HMPA, -70 deg C, 30 min; 2.) -70 deg C, 10 min
6: 88 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature
7: 92 percent / PCC / CH2Cl2 / 1 h
8: 94 percent / tetrahydrofuran / 1 h / 0 °C
9: 95 percent / m-chloroperbenzoic acid / CH2Cl2 / 7 h / Ambient temperature
10: 1.) lithium diphenylphosphide; 2.) MeI / 1.) THF, room temp., 10 h; 2.) room temp., 30 min
11: benzyltriethylammonium chloride (BTEAC), NaOH (50percent) / H2O / 36 h / Ambient temperature
12: Li / liquid ammonia; diethyl ether / 5 h / -70 °C
13: toluene-p-sulphonic acid / dioxane; H2O / 1 h / Heating
With
sodium hydroxide; lithium aluminium tetrahydride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium acetate; lithium; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diphenylphosphide; lithium diisopropyl amide; methyl iodide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; toluene;
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114174-24-2
Toluene-4-sulfonic acid (3S,8S,9S,10R,13R,14S,17R)-17-((E)-(R)-3-ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
- Guidance literature:
-
Multi-step reaction with 13 steps
1: potassium acetate / 3 h / Heating
2: ozone / CH2Cl2 / 0.08 h / -70 °C
3: 87 percent / toluene / 15 h / Heating
4: 100 percent / H2 / Pd-C (10percent) / ethyl acetate / 2 h
5: 1.) LDA; / 1.) THF-10percent HMPA, -70 deg C, 30 min; 2.) -70 deg C, 10 min
6: 88 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature
7: 92 percent / PCC / CH2Cl2 / 1 h
8: 94 percent / tetrahydrofuran / 1 h / 0 °C
9: 95 percent / m-chloroperbenzoic acid / CH2Cl2 / 7 h / Ambient temperature
10: 1.) lithium diphenylphosphide; 2.) MeI / 1.) THF, room temp., 10 h; 2.) room temp., 30 min
11: benzyltriethylammonium chloride (BTEAC), NaOH (50percent) / H2O / 36 h / Ambient temperature
12: Li / liquid ammonia; diethyl ether / 5 h / -70 °C
13: toluene-p-sulphonic acid / dioxane; H2O / 1 h / Heating
With
sodium hydroxide; lithium aluminium tetrahydride; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium acetate; lithium; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diphenylphosphide; lithium diisopropyl amide; methyl iodide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; toluene;