Technology Process of 4-benzyl 2-methyl (4R)-7-[(tert-butyldiphenylsilyl)oxy]-11-oxa-3-azatetracyclo[5.3.1.02,6.03,9]undecane-2,4-dicarboxylate
There total 13 articles about 4-benzyl 2-methyl (4R)-7-[(tert-butyldiphenylsilyl)oxy]-11-oxa-3-azatetracyclo[5.3.1.02,6.03,9]undecane-2,4-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
[bis(acetoxy)iodo]benzene; iodine;
In
dichloromethane;
at 20 ℃;
for 1.5h;
Irradiation;
DOI:10.1016/j.tet.2013.03.104
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / methanol / 24 h / 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C
2.2: 2 h / 0 - 20 °C
2.3: 20 °C
3.1: 1H-imidazole / dichloromethane
4.1: dichloromethane / 2 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 0 - 20 °C / Molecular sieve
5.2: 12 h / 20 °C
6.1: dirhodium tetraacetate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / Reflux
7.1: sodium tetrahydroborate / methanol / 3 h / -30 - 20 °C
8.1: iodine; [bis(acetoxy)iodo]benzene / dichloromethane / 1.5 h / 20 °C / Irradiation
With
1H-imidazole; dirhodium tetraacetate; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; iodine; caesium carbonate; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;
8.1: |Suarez Lodo Functionalization;
DOI:10.1016/j.tet.2013.03.104
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: triethylamine; dmap / dichloromethane / 20 °C
2.1: caesium carbonate / methanol / 24 h / 20 °C
3.1: dmap; 1H-imidazole / N,N-dimethyl-formamide / 20 °C
4.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C
4.2: 7 h / -78 - -10 °C
5.1: triethylamine; 4-acetamidobenzenesulfonyl azide / acetonitrile / 16 h / 20 °C
6.1: dichloromethane / 2 h / 0 - 20 °C
7.1: triethylamine / dichloromethane / 0 - 20 °C / Molecular sieve
7.2: 12 h / 20 °C
8.1: triethylamine triflouroacetate; dirhodium tetraacetate / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / Reflux
9.1: sodium tetrahydroborate / methanol / 3 h / -30 - 20 °C
10.1: iodine; [bis(acetoxy)iodo]benzene / dichloromethane / 1.5 h / 20 °C / Irradiation
With
1H-imidazole; dmap; dirhodium tetraacetate; sodium tetrahydroborate; [bis(acetoxy)iodo]benzene; 4-acetamidobenzenesulfonyl azide; iodine; sodium hexamethyldisilazane; triethylamine triflouroacetate; caesium carbonate; triethylamine;
In
tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
4.1: |Claisen Condensation / 4.2: |Claisen Condensation / 10.1: |Suarez Lodo Functionalization;
DOI:10.1016/j.tet.2013.03.104
![6-benzyl 8-methyl (6R)-3-[(tert-butyldiphenylsilyl)oxy]-9-hydroxy-7-azatricyclo[5.3.0.0<sup>4,8</sup>]decane-6,8-dicarboxylate](/Databaselist/images/loading.webp)
