Technology Process of (2S,4R,6S,8S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-9-[(4-methoxybenzyl)oxy]-N,2,4,6,8-pentamethylnonanamide
There total 8 articles about (2S,4R,6S,8S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-9-[(4-methoxybenzyl)oxy]-N,2,4,6,8-pentamethylnonanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,2R)-(-)-pseudoephedrinepropionamide;
With
lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1.33333h;
(2R,4R,6S)-7-iodo-1-[(4-methoxybenzyl)oxy]-2,4,6-trimethylheptane;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 60h;
optical yield given as %de;
diastereoselective reaction;
DOI:10.1002/ejoc.201100412
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: ozone / dichloromethane / -78 °C
2.1: sodium tetrahydroborate / methanol; dichloromethane / -78 °C / Inert atmosphere; Reflux
3.1: camphor-10-sulfonic acid / dichloromethane / 20 °C
4.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 - -50 °C
5.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 5.08 h / 0 - 20 °C
6.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C
6.2: 60 h / 0 °C
With
1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; iodine; diisobutylaluminium hydride; ozone; triphenylphosphine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
5.1: Appel reaction;
DOI:10.1002/ejoc.201100412
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: camphor-10-sulfonic acid / dichloromethane / 20 °C
2.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 - -50 °C
3.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 5.08 h / 0 - 20 °C
4.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C
4.2: 60 h / 0 °C
With
1H-imidazole; camphor-10-sulfonic acid; iodine; diisobutylaluminium hydride; triphenylphosphine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; toluene;
3.1: Appel reaction;
DOI:10.1002/ejoc.201100412