4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

Base Information

Chemical Name:4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide
CAS No.:1363368-14-2
Molecular Formula:C₂₆H₂₁N₃O₅
Molecular Weight:455.47
Hs Code.:

Synonyms:4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

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Chemical Property of 4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

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Technology Process of 4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

There total 11 articles about 4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)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: 79.0%

: 1363373-53-8
3-hydroxy-2-(hydroxymethyl)-2-methylpropyl (2S,3S)-2-(4-((4-aminophenyl)buta-1,3-diyn-1-yl)benzamido)-3-hydroxy-3-(4-hydroxyphenyl)propanoate

: 1363368-14-2
4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

Guidance literature:: With potassium cyanide; hydroxylamine; In methanol; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/jm4007774

Reference yield:

: 1363373-38-9
benzyl ((1S,2R)-2-(4-(benzyloxy)phenyl)-2-hydroxy-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethyl)carbamate

: 1363368-14-2
4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / -78 °C / Inert atmosphere

1.2: 2.58 h / -78 °C / Inert atmosphere

1.3: 0.67 h / -78 - 0 °C

2.1: lithium borohydride; methanol / dichloromethane; tetrahydrofuran / 10 h / -78 - 20 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol / 14 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 37 h / 0 - 20 °C / Inert atmosphere

5.1: water; acetic acid / 1,4-dioxane / 1.17 h / 20 °C / Inert atmosphere

5.2: pH 10

6.1: potassium cyanide; water; hydroxylamine / tetrahydrofuran; methanol / 3.5 h / 20 °C / Inert atmosphere

With methanol; potassium cyanide; lithium borohydride; water; hydrogen; hydroxylamine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1363373-39-0
(S)-benzyl (2-(4-(benzyloxy)phenyl)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-2-oxoethyl)carbamate

: 1363368-14-2
4-((4-aminophenyl)buta-1,3-diyn-1-yl)-N-((1S,2S)-1-hydroxy-3-(hydroxyamino)-1-(4-hydroxyphenyl)-3-oxopropan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium borohydride; methanol / dichloromethane; tetrahydrofuran / 10 h / -78 - 20 °C / Inert atmosphere

2.1: hydrogen / palladium 10% on activated carbon / methanol / 14 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 37 h / 0 - 20 °C / Inert atmosphere

4.1: water; acetic acid / 1,4-dioxane / 1.17 h / 20 °C / Inert atmosphere

4.2: pH 10

5.1: potassium cyanide; water; hydroxylamine / tetrahydrofuran; methanol / 3.5 h / 20 °C / Inert atmosphere

With methanol; potassium cyanide; lithium borohydride; water; hydrogen; hydroxylamine; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;