Technology Process of methyl (16S,19S,21R)-16-cyclohexyl-25-methoxy-11,11-dimethyl-14,17-dioxo-9,10,11,12,14,15,16,17,20,21-decahydro-8H,19H-5,7-etheno-18,21-methanoimidazo[1',2':1,6]pyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-19-carboxylate
There total 11 articles about methyl (16S,19S,21R)-16-cyclohexyl-25-methoxy-11,11-dimethyl-14,17-dioxo-9,10,11,12,14,15,16,17,20,21-decahydro-8H,19H-5,7-etheno-18,21-methanoimidazo[1',2':1,6]pyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-19-carboxylate 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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methyl (2R,4S,7S)-7-cyclohexyl-20-[(2,2-dimethoxyethyl)amino]-23-methoxy-12,12-dimethyl-6,9-dioxo-3,4,6,7,8,9,12,13,14,15-decahydro-2H,11H-16,18-etheno-2,5-methanopyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-4-carboxylate
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1103535-60-9
methyl (16S,19S,21R)-16-cyclohexyl-25-methoxy-11,11-dimethyl-14,17-dioxo-9,10,11,12,14,15,16,17,20,21-decahydro-8H,19H-5,7-etheno-18,21-methanoimidazo[1',2':1,6]pyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-19-carboxylate
- Guidance literature:
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With
acetic acid;
In
5,5-dimethyl-1,3-cyclohexadiene;
at 140 ℃;
for 18h;
DOI:10.1016/j.bmcl.2012.08.106
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1021437-85-3
methyl (2R,4S,7S)-7-cyclohexyl-23-methoxy-12,12-dimethyl-6,9,20-trioxo-3,4,6,7,8,9,12,13,14,15,19,20-dodecahydro-2H,11H-16,18-etheno-2,5-methanopyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-4-carboxylate
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1103535-60-9
methyl (16S,19S,21R)-16-cyclohexyl-25-methoxy-11,11-dimethyl-14,17-dioxo-9,10,11,12,14,15,16,17,20,21-decahydro-8H,19H-5,7-etheno-18,21-methanoimidazo[1',2':1,6]pyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-19-carboxylate
- Guidance literature:
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Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 1 h / 0 °C
2: tetrahydrofuran / 36 h / 100 °C
3: acetic acid / 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 140 °C
With
pyridine; acetic acid;
In
tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;
DOI:10.1016/j.bmcl.2012.08.106
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1103535-60-9
methyl (16S,19S,21R)-16-cyclohexyl-25-methoxy-11,11-dimethyl-14,17-dioxo-9,10,11,12,14,15,16,17,20,21-decahydro-8H,19H-5,7-etheno-18,21-methanoimidazo[1',2':1,6]pyrido[4,3-k][1,10,3,6]dioxadiazacyclononadecine-19-carboxylate
- Guidance literature:
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Multi-step reaction with 9 steps
1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 6.5 h / 60 °C / Inert atmosphere
2: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / ethanol / 1 h / Reflux
3: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C
4: N-ethyl-N,N-diisopropylamine; 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate / N,N-dimethyl-formamide / 0.25 h
5: Zhan catalyst-1B / dichloromethane / 32 h / 20 °C / Reflux
6: palladium on activated charcoal; hydrogen / ethanol / Inert atmosphere
7: pyridine / dichloromethane / 1 h / 0 °C
8: tetrahydrofuran / 36 h / 100 °C
9: acetic acid / 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 140 °C
With
pyridine; hydrogenchloride; 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium on activated charcoal; hydrogen; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.08.106