Technology Process of (13E,15E)-(3S,6S,9R,10R,21S)-3-(3-hydroxybenzyl)-6-isopropyl-10-methoxy-9-methyl-19-oxa-1,4,7,25-tetraazabicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone
There total 13 articles about (13E,15E)-(3S,6S,9R,10R,21S)-3-(3-hydroxybenzyl)-6-isopropyl-10-methoxy-9-methyl-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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1381808-85-0
(13E,15E)-(3S,6S,9R,10R,21S)-3-(3-hydroxybenzyl)-6-isopropyl-10-methoxy-9-methyl-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 3 steps
1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C
1.2: 15 h / 20 °C
2.1: Grubbs catalyst first generation / dichloromethane / 36 h / Reflux
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
3.2: Inert atmosphere
With
tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; HATU;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
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1381808-85-0
(13E,15E)-(3S,6S,9R,10R,21S)-3-(3-hydroxybenzyl)-6-isopropyl-10-methoxy-9-methyl-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 2 steps
1.1: Grubbs catalyst first generation / dichloromethane / 36 h / Reflux
2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
2.2: Inert atmosphere
With
tetrabutyl ammonium fluoride;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane;
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1381808-85-0
(13E,15E)-(3S,6S,9R,10R,21S)-3-(3-hydroxybenzyl)-6-isopropyl-10-methoxy-9-methyl-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 6 steps
1.1: triethylamine; calcium hydride; t-butyldimethylsiyl triflate / dichloromethane / 15 h / 20 °C / Inert atmosphere
1.2: 0.5 h / -78 °C / Inert atmosphere
2.1: proton sponge / dichloromethane / 15 h / 20 °C
3.1: water; lithium hydroxide / tetrahydrofuran / 15 h / 60 °C
4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C
4.2: 15 h / 20 °C
5.1: Grubbs catalyst first generation / dichloromethane / 36 h / Reflux
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
6.2: Inert atmosphere
With
calcium hydride; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; water; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide;
Grubbs catalyst first generation;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;