(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
• Mol file: 1254200-40-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

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:

4-azidobenzoic acid (6427-66-3) → (S)-4-azido-N-(2-((3-hydroxy-1-((4-hydroxyphenethyl)amino)-1-oxopropan-2-yl)amino)-2-oxoethyl)benzamide (1254200-40-2)

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

upstream raw materials:

4-azidobenzoic acid

Downstream raw materials:

(S)-2-(2-(4-azidobenzamido)acetamido)-3-((4-hydroxyphenethyl)amino)-3-oxopropyl dihydrogen phosphate