Technology Process of N-(1-amino-2-methyl-1-oxopropan-2-yl)-4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)butanamide
There total 13 articles about N-(1-amino-2-methyl-1-oxopropan-2-yl)-4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)butanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
N-ethyl-N,N-diisopropylamine; HATU;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2 h / 0 - 60 °C
2.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.2: 1.5 h / -78 - 60 °C
3.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h
4.1: water; acetic acid / 7 h / 100 °C
5.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C
6.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
6.2: 18 h / 20 °C
7.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation
8.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 3 h / 2068.65 Torr
9.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C
With
methanol; triethylsilane; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; N-Methyldicyclohexylamine; palladium 10% on activated carbon; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; water; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; HATU; sodium hydroxide; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 1.5 h / -78 - 60 °C
2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h
3.1: water; acetic acid / 7 h / 100 °C
4.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C
5.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
5.2: 18 h / 20 °C
6.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation
7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 3 h / 2068.65 Torr
8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C
With
methanol; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; N-Methyldicyclohexylamine; palladium 10% on activated carbon; tert-butylmagnesium chloride; water; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; HATU; sodium hydroxide; lithium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; acetonitrile;
