Technology Process of (3α,5R,6β,22E,24S)-24-benzyloxy-6-methoxy-3,5-cyclocholest-22-ene
There total 10 articles about (3α,5R,6β,22E,24S)-24-benzyloxy-6-methoxy-3,5-cyclocholest-22-ene which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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![2-(((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)benzo[d]thiazole](/Databaselist/images/loading.webp)
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1263469-81-3
2-(((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)benzo[d]thiazole
- Guidance literature:
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2-(((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)benzo[d]thiazole;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
at -78 ℃;
for 0.25h;
Inert atmosphere;
(S)-(+)-2-(benzyloxy)-3-methylbutanal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
at -78 - 20 ℃;
for 6h;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1021/ol102936z
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: lithium aluminium tetrahydride / diethyl ether / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / Inert atmosphere
3.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 0.25 h / -78 °C / Inert atmosphere
3.2: 6 h / -78 - 20 °C / Inert atmosphere
With
lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
2.1: Swern oxidation / 3.1: Julia Olefin synthesis / 3.2: Julia Olefin synthesis;
DOI:10.1021/ol102936z
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1263469-79-9
2-(((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)benzo[d]thiazole
- Guidance literature:
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Multi-step reaction with 2 steps
1.1: ammonium heptamolybdate tetrahydrate; dihydrogen peroxide / tetrahydrofuran; ethanol / 2 h / 70 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / 0.25 h / -78 °C / Inert atmosphere
2.2: 6 h / -78 - 20 °C / Inert atmosphere
With
ammonium heptamolybdate tetrahydrate; dihydrogen peroxide; sodium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol;
2.1: Julia Olefin synthesis / 2.2: Julia Olefin synthesis;
DOI:10.1021/ol102936z
