Technology Process of 5-[(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)methoxy]-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]pyridine-2-carboxamide
There total 8 articles about 5-[(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)methoxy]-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]pyridine-2-carboxamide which
guide to synthetic route it.
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synthetic route:
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1445984-68-8
5-[(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)methoxy]-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]pyridine-2-carboxamide
- Guidance literature:
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Multi-step reaction with 5 steps
1: acetic acid; acetic anhydride; sulfuric acid; chromium(VI) oxide / 6 h / 0 - 20 °C
2: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane
3: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 16 h / 0 - 20 °C
4: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / 20 °C
5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide
With
chromium(VI) oxide; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; sulfuric acid; water; acetic anhydride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00308
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1445984-68-8
5-[(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)methoxy]-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]pyridine-2-carboxamide
- Guidance literature:
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Multi-step reaction with 5 steps
1: hydrogenchloride / water; 1,4-dioxane / 1 h / 20 °C
2: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane
3: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 16 h / 0 - 20 °C
4: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / 20 °C
5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide
With
hydrogenchloride; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
1,4-dioxane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00308
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1445984-68-8
5-[(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)methoxy]-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]pyridine-2-carboxamide
- Guidance literature:
-
Multi-step reaction with 3 steps
1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 16 h / 0 - 20 °C
2: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / 20 °C
3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide
With
lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00308