Technology Process of (3S,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl (2R)-6-((4-methoxy benzyl)oxy)-2-methylhexanoate
There total 6 articles about (3S,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl (2R)-6-((4-methoxy benzyl)oxy)-2-methylhexanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-6-((4-methoxybenzyl)oxy)-2-methylhexanoic acid;
With
2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
at 20 ℃;
for 3h;
Inert atmosphere;
(5R,7S)-7-hydroxy-N,5,8,8-tetramethylnonanamide;
With
dmap;
In
tetrahydrofuran; toluene;
at 20 ℃;
for 12h;
Inert atmosphere;
DOI:10.1021/jo301121f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydroxide / tetrahydrofuran; methanol; water / 60 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C / Inert atmosphere
3.2: 0.33 h / 0 °C / Inert atmosphere
4.1: sodium hydroxide / methanol; water; tert-butyl alcohol / 85 °C / Inert atmosphere
4.2: pH 3 / Inert atmosphere
5.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
5.2: 12 h / 20 °C / Inert atmosphere
With
oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium chloride; sodium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo301121f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C / Inert atmosphere
1.2: 1 h / 0 °C / Inert atmosphere
2.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C / Inert atmosphere
2.2: 0.33 h / 0 °C / Inert atmosphere
3.1: sodium hydroxide / methanol; water; tert-butyl alcohol / 85 °C / Inert atmosphere
3.2: pH 3 / Inert atmosphere
4.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere
4.2: 12 h / 20 °C / Inert atmosphere
With
oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium chloride; sodium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo301121f
