(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

Base Information

Chemical Name:(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide
CAS No.:1254200-40-2
Molecular Formula:C₂₀H₂₂N₆O₅
Molecular Weight:426.432
Hs Code.:

Synonyms:(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

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Chemical Property of (S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

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Technology Process of (S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

There total 6 articles about (S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)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: 80.0%

: (4-azidobenzoyl)glycine

: (S)-2-amino-3-hydroxy-N-(4-hydroxyphenethyl)propanamide

: 1254200-40-2
(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

Guidance literature:: (S)-2-amino-3-hydroxy-N-(4-hydroxyphenethyl)propanamide; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

(4-azidobenzoyl)glycine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1002/cmdc.202000034

Reference yield:

: tert-butyl (S)-(3-(benzyloxy)-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)carbamate

: 1254200-40-2
(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; ethanol / 20 °C

3.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; trifluoroacetic acid; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.202000034

Reference yield:

: 6427-66-3
4-azidobenzoic acid

: 1254200-40-2
(S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.202000034