3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate

Base Information

• Chemical Name: 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate
• CAS No.: 1361574-84-6
• Molecular Formula: C₂₉H₂₉N₇O₆S
• Molecular Weight: 603.659
• Mol file: 1361574-84-6.mol

Synonyms:3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate

Chemical Property of 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate

There total 8 articles about 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate 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: 67.0%

3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoic acid + 3-(4,6-diamino-1,3,5-triazin-2-ylamino)propan-1-ol (91313-29-0) → 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate (1361574-84-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.12.018

Reference yield:

4-methoxy-phenol (150-76-5) → 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate (1361574-84-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: [bis(acetoxy)iodo]benzene / 1.66 h / Inert atmosphere

2.1: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2.2: Saturated solution

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / N,N-dimethyl acetamide; water / 0.17 h / 100 °C / Microwave irradiation

4.1: N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide / N,N-dimethyl-formamide / 18 h / 0 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; [bis(acetoxy)iodo]benzene; diisopropylamine; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.018

Reference yield:

methyl 3-[4-(chlorosulfonyl)-phenyl]propanoate (374537-95-8) → 3-((4,6-diamino-1,3,5-triazin-2-yl)amino)propyl 3-(4-((2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)-1H-indol-1-yl)sulfonyl)phenyl)propanoate (1361574-84-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / tetrahydrofuran / 16 h / 25 °C

2.1: potassium hydroxide / water / 0.5 h / 100 °C

2.2: 1 h / 0 °C / pH 2

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine / N,N-dimethyl acetamide; water / 0.17 h / 100 °C / Microwave irradiation

4.1: N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide / N,N-dimethyl-formamide / 18 h / 0 °C / Inert atmosphere

With pyridine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; diisopropyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.018

upstream raw materials:

methyl 3-[4-(chlorosulfonyl)-phenyl]propanoate

methyl 3-{4-[N-(2-iodophenyl)sulfamoyl]phenyl}propanoate

4-ethynyl-4-hydroxycyclohexa-2,5-dien-1-one

3-(4,6-diamino-1,3,5-triazin-2-ylamino)propan-1-ol