Technology Process of 5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole
There total 5 articles about 5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole which
guide to synthetic route it.
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synthetic route:
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1263469-78-8
5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)thio)-1-phenyl-1H-tetrazole
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1263469-80-2
5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole
- Guidance literature:
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With
ammonium heptamolybdate tetrahydrate; dihydrogen peroxide;
In
tetrahydrofuran; ethanol;
at 70 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol102936z
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1263469-80-2
5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: sodium hydrogencarbonate; ozone / tetrahydrofuran; methanol / 0.25 h / -78 °C
1.2: 1 h / -78 - 20 °C
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C
3.1: ammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tetrahydrofuran; ethanol / 2 h / 70 °C / Inert atmosphere
With
ammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; sodium hydrogencarbonate; ozone; triphenylphosphine;
In
tetrahydrofuran; methanol; ethanol;
2.1: Mitsunobu reaction;
DOI:10.1021/ol102936z
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1263469-80-2
5-(((S)-2-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: pyridine; dmap / 12 h / 20 °C / Inert atmosphere
2.1: potassium acetate / 3 h / Reflux; Inert atmosphere
3.1: sodium hydrogencarbonate; ozone / tetrahydrofuran; methanol / 0.25 h / -78 °C
3.2: 1 h / -78 - 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C
5.1: ammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tetrahydrofuran; ethanol / 2 h / 70 °C / Inert atmosphere
With
pyridine; dmap; ammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; potassium acetate; sodium hydrogencarbonate; ozone; triphenylphosphine;
In
tetrahydrofuran; methanol; ethanol;
4.1: Mitsunobu reaction;
DOI:10.1021/ol102936z