N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

Base Information

Chemical Name:N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide
CAS No.:1453853-69-4
Molecular Formula:C₂₁H₂₅NO₆
Molecular Weight:387.433
Hs Code.:

Synonyms:

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Chemical Property of N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

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Technology Process of N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

There total 8 articles about N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide 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:

: 89598-96-9
(3-bromophenyl)boronic acid

: 1453853-69-4
N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: palladium diacetate / acetonitrile / 23 h / 20 °C / Inert atmosphere

2: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol; tetrahydrofuran / 72 h / 20 °C

3: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

4: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 22 h / 60 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere

6: sodium methylate / methanol

With 2,6-dimethylpyridine; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonamide; sodium methylate; potassium acetate; palladium diacetate; sodium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1453855-66-7
((2R,3S,6S)-3-acetoxy-6-(3-bromophenyl)-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 1453853-69-4
N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 4-methylmorpholine N-oxide; methanesulfonamide; osmium(VIII) oxide; 2,6-dimethylpyridine / water; tert-butyl alcohol; tetrahydrofuran / 72 h / 20 °C

2: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 22 h / 60 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere

5: sodium methylate / methanol

With 2,6-dimethylpyridine; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonamide; sodium methylate; potassium acetate; sodium carbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 1453855-67-8
((2R,3S,4R,5S,6R)-3-acetoxy-6-(3-bromophenyl)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)methyl acetate

: 1453853-69-4
N-methyl-3-[[3-[(2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]phenyl]methyl]benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 22 h / 60 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran / 70 °C / Inert atmosphere

4: sodium methylate / methanol

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;