Technology Process of tert-butyl (((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)(methyl)carbamate
There total 8 articles about tert-butyl (((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)(methyl)carbamate which
guide to synthetic route it.
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synthetic route:
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tert-butyl 4-fluoro-N-(((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)-N-methylcarbamate
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1403481-51-5
tert-butyl (((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)(methyl)carbamate
- Guidance literature:
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With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
at 35 ℃;
DOI:10.1021/jm500994n
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1403481-51-5
tert-butyl (((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)(methyl)carbamate
- Guidance literature:
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Multi-step reaction with 7 steps
1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -8 - 20 °C
2: sodium hydroxide / isopropyl alcohol / 18 h
3: N-ethyl-N,N-diisopropylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 1.5 h / 0 - 20 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 °C
5: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 0 - 20 °C
6: Hoveyda-Grubbs catalyst second generation / toluene / 16 h / 20 °C / Inert atmosphere
7: hydrogen; palladium 10% on activated carbon / ethanol / 35 °C
With
Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;
DOI:10.1021/jm500994n
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1403481-51-5
tert-butyl (((8R,9R,15S)-6-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8,15-dimethyl-5-oxo-5,6,7,8,9,11,12,13,14,15-decahydropyrido[2,3-b][1,9,5]dioxaazacyclotetradecin-9-yl)methyl)(methyl)carbamate
- Guidance literature:
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Multi-step reaction with 6 steps
1: sodium hydroxide / isopropyl alcohol / 18 h
2: N-ethyl-N,N-diisopropylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 1.5 h / 0 - 20 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 °C
4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 16 h / 0 - 20 °C
5: Hoveyda-Grubbs catalyst second generation / toluene / 16 h / 20 °C / Inert atmosphere
6: hydrogen; palladium 10% on activated carbon / ethanol / 35 °C
With
Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;
DOI:10.1021/jm500994n