Technology Process of 1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole
There total 6 articles about 1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole which
guide to synthetic route it.
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synthetic route:
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1526915-72-9
(3S,10R,13S,17R)-10,13-dimethyl-17-(4-phenyl-1H-1,2,3-triazol-1-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
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1526915-73-0
1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole
- Guidance literature:
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(3S,10R,13S,17R)-10,13-dimethyl-17-(4-phenyl-1H-1,2,3-triazol-1-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol;
With
triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; toluene;
at 0 ℃;
for 0.166667h;
With
diphenyl phosphoryl azide;
In
tetrahydrofuran; toluene;
at 0 - 20 ℃;
for 10h;
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191677-74-4
(3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol
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1526915-73-0
1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.17 h / 0 °C
1.2: 10 h / 0 - 20 °C
2.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; N,N-dimethyl-formamide / 12 h / 20 °C
3.1: methanol; hydrogenchloride / 5 h / 20 °C
4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.17 h / 0 °C
4.2: 10 h / 0 - 20 °C
With
hydrogenchloride; methanol; copper(ll) sulfate pentahydrate; sodium L-ascorbate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
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191677-71-1
(3S,10R,13S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-3,4,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one
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1526915-73-0
1-((3R,10R,13S,17R)-3-azido-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4-phenyl-1H-1,2,3-triazole
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 1 h / 0 °C
2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.17 h / 0 °C
2.2: 10 h / 0 - 20 °C
3.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; N,N-dimethyl-formamide / 12 h / 20 °C
4.1: methanol; hydrogenchloride / 5 h / 20 °C
5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.17 h / 0 °C
5.2: 10 h / 0 - 20 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; copper(ll) sulfate pentahydrate; sodium L-ascorbate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;