Technology Process of (13E,15E)-(3S,6S,9R,10R,11S,12S,21S)-3-(3-hydroxy-benzyl)-10,12-dimethoxy-6-(4-methoxy-benzyl)-9,11-dimethyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone
There total 17 articles about (13E,15E)-(3S,6S,9R,10R,11S,12S,21S)-3-(3-hydroxy-benzyl)-10,12-dimethoxy-6-(4-methoxy-benzyl)-9,11-dimethyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone which
guide to synthetic route it.
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synthetic route:
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1381809-66-0
(13E,15E)-(3S,6S,9R,10R,11S,12S,21S)-3-(3-hydroxy-benzyl)-10,12-dimethoxy-6-(4-methoxy-benzyl)-9,11-dimethyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 18 h / 20 °C
2.1: 1H-imidazole / acetone / 24 h / 20 °C
3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.42 h / 0 °C / Inert atmosphere
3.2: 0 °C / Inert atmosphere
4.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 18 h
5.1: sodium hydride / tetrahydrofuran / 18 h / 50 °C / Inert atmosphere
6.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere
6.2: 0 °C / Inert atmosphere
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 18 h / 20 °C
8.1: Grubbs catalyst first generation / dichloromethane / 24 h / Reflux; Inert atmosphere
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
With
1H-imidazole; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane; acetone; acetonitrile;
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1381809-66-0
(13E,15E)-(3S,6S,9R,10R,11S,12S,21S)-3-(3-hydroxy-benzyl)-10,12-dimethoxy-6-(4-methoxy-benzyl)-9,11-dimethyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere
1.2: 0 °C / Inert atmosphere
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 18 h / 20 °C
3.1: Grubbs catalyst first generation / dichloromethane / 24 h / Reflux; Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
With
trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane; acetonitrile;
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1381809-66-0
(13E,15E)-(3S,6S,9R,10R,11S,12S,21S)-3-(3-hydroxy-benzyl)-10,12-dimethoxy-6-(4-methoxy-benzyl)-9,11-dimethyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone
- Guidance literature:
-
Multi-step reaction with 2 steps
1: Grubbs catalyst first generation / dichloromethane / 24 h / Reflux; Inert atmosphere
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C
With
tetrabutyl ammonium fluoride;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane;