Technology Process of benzyl (2S,11S,19aS)-2-amino-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-carboxylate
There total 16 articles about benzyl (2S,11S,19aS)-2-amino-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-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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1264221-58-0
benzyl (2S,11S,19aS)-2-[(tert-butoxycarbonyl)amino]-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-carboxylate
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1264243-67-5
benzyl (2S,11S,19aS)-2-amino-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-carboxylate
- Guidance literature:
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With
hydrogenchloride;
In
1,4-dioxane;
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1264243-67-5
benzyl (2S,11S,19aS)-2-amino-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-carboxylate
- Guidance literature:
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Multi-step reaction with 11 steps
1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 1 h / 20 °C
1.2: 16 h
2.1: hydrogenchloride / 1,4-dioxane / 1 h
3.1: pyridine / dichloromethane / 15 h / 0 °C
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 4 h / 20 °C
5.1: thiophenol; caesium carbonate / acetonitrile / 16 h / 20 °C
5.2: 0.08 h
6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 0 - 20 °C
7.1: 1-amino-3-(dimethylamino)propane / tetrahydrofuran / 0 - 20 °C
8.1: diethylazodicarboxylate; triphenylphosphine / benzene; toluene / 36 h / 0 - 20 °C / Inert atmosphere
9.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane; ethyl acetate / 1.5 h / 20 °C
10.1: pentafluorophenyl diphenyl-phosphinate / N,N-dimethyl-formamide / 22 h / 20 °C
11.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
With
pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; pentafluorophenyl diphenyl-phosphinate; sodium hydrogencarbonate; caesium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-amino-3-(dimethylamino)propane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
8.1: |Mitsunobu Displacement;
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1264243-67-5
benzyl (2S,11S,19aS)-2-amino-15-fluoro-7,12-dimethyl-5,8,13-trioxo-2,3,6,7,8,9,10,11,12,13,19,19a-dodecahydro-1H,5H-pyrrolo[2,1-c][1,4,7,12]benzoxatriazacyclopentadecine-11-carboxylate
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: pyridine / dichloromethane / 15 h / 0 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 4 h / 20 °C
3.1: thiophenol; caesium carbonate / acetonitrile / 16 h / 20 °C
3.2: 0.08 h
4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 0 - 20 °C
5.1: 1-amino-3-(dimethylamino)propane / tetrahydrofuran / 0 - 20 °C
6.1: diethylazodicarboxylate; triphenylphosphine / benzene; toluene / 36 h / 0 - 20 °C / Inert atmosphere
7.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane; ethyl acetate / 1.5 h / 20 °C
8.1: pentafluorophenyl diphenyl-phosphinate / N,N-dimethyl-formamide / 22 h / 20 °C
9.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
With
pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; pentafluorophenyl diphenyl-phosphinate; caesium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-amino-3-(dimethylamino)propane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
6.1: |Mitsunobu Displacement;