Technology Process of (4R,5S)-5-allyl-2-(4-methoxyphenyl)-5-methyl-N-(3-oxo-3-(pentylamino)propyl)-1,3-dioxane-4-carboxamide
There total 10 articles about (4R,5S)-5-allyl-2-(4-methoxyphenyl)-5-methyl-N-(3-oxo-3-(pentylamino)propyl)-1,3-dioxane-4-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
at 20 ℃;
for 16h;
DOI:10.1016/j.bmcl.2014.06.013
- Guidance literature:
-
Multi-step reaction with 6 steps
1: methyl vinyl ketone / water / 24 h / 30 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 50 °C / Inert atmosphere
3: camphor-10-sulfonic acid / dichloromethane / 2 h / 20 °C
4: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
5: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; dichloromethane; acetone / 1 h / 20 °C
6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C
With
sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; camphor-10-sulfonic acid; benzotriazol-1-ol; Dess-Martin periodane; methyl vinyl ketone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/j.bmcl.2014.06.013
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
1.2: 16 h / -78 - 20 °C / Inert atmosphere
2.1: (R)-CBS / tetrahydrofuran / 16 h / -20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 50 °C / Inert atmosphere
4.1: camphor-10-sulfonic acid / dichloromethane / 2 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
6.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; dichloromethane; acetone / 1 h / 20 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C
With
sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; oxalyl dichloride; camphor-10-sulfonic acid; benzotriazol-1-ol; Dess-Martin periodane; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; water; acetone;
1.1: |Swern Oxidation / 1.2: |Swern Oxidation;
DOI:10.1016/j.bmcl.2014.06.013
