Technology Process of 4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)-N-(1-(4-methylpiperazine-1-carbonyl)cyclopropyl)butanamide
There total 6 articles about 4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)-N-(1-(4-methylpiperazine-1-carbonyl)cyclopropyl)butanamide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01541
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: thiourea / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
1.2: 1 h / 80 °C
1.3: 18 h
2.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium(0) / 0.33 h / 160 °C / Microwave irradiation; Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 17583.5 Torr / Inert atmosphere
4.1: lithium hydroxide / tetrahydrofuran; methanol; water / 1 h / 20 °C
5.1: 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 / 2 h / 20 °C / Inert atmosphere
With
1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium(0); N-Methyldicyclohexylamine; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; thiourea; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
2.1: |Heck Reaction;
DOI:10.1021/acs.jmedchem.6b01541
- Guidance literature:
-
Multi-step reaction with 4 steps
1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium(0) / 0.33 h / 160 °C / Microwave irradiation; Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 17583.5 Torr / Inert atmosphere
3: lithium hydroxide / tetrahydrofuran; methanol; water / 1 h / 20 °C
4: 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 / 2 h / 20 °C / Inert atmosphere
With
1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium(0); N-Methyldicyclohexylamine; palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
1: |Heck Reaction;
DOI:10.1021/acs.jmedchem.6b01541
