N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

Base Information

Chemical Name:N-(2-methyl-1-(4-methylpiperazin-1-yl)-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
CAS No.:1610954-95-4
Molecular Formula:C₃₃H₄₇N₃O₆S
Molecular Weight:613.819
Hs Code.:

N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

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Chemical Property of N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

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Technology Process of N-(2-methyl-1-(4-methylpiperazin-1-yl)-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 6 articles about N-(2-methyl-1-(4-methylpiperazin-1-yl)-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. 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:

Reference yield:

: 267406-39-3
2-amino-2-methyl-1-(4-methylpiperazin-1-yl)propan-1-one

: 1610954-93-2
4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)butanoic acid

: 1610954-95-4
N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

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 acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01541

Reference yield:

: (3S,4R,5S,6S)-6-(3-(4-chlorobenzyl)-4-methylphenyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

: 1610954-95-4
N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

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 / acetonitrile / 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; acetonitrile; 2.1: |Heck Reaction;
DOI:10.1021/acs.jmedchem.6b01541

Reference yield:

: 1610954-90-9
(2S,3S,4R,5S,6R)-2-(3-(4-chlorobenzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1610954-95-4
N-(2-methyl-1-(4-methylpiperazin-1-yl)-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

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 / acetonitrile / 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; acetonitrile; 1: |Heck Reaction;
DOI:10.1021/acs.jmedchem.6b01541