(S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid

Base Information

• Chemical Name: (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid
• CAS No.: 1196732-45-2
• Molecular Formula: C₃₇H₅₈N₈O₁₉
• Molecular Weight: 918.91
• Mol file: 1196732-45-2.mol

Synonyms:(S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid

Chemical Property of (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid

There total 8 articles about (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid 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:

C49H82N8O19 → (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid (1196732-45-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 70 ℃; for 0.0333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ja906844e

Reference yield:

L-glutamic acid di-tert-butyl ester hydrochloride (32677-01-3) → (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid (1196732-45-2)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: hydrogen / palladium 10% on activated carbon / methanol / 13 h

4: potassium carbonate; trifluoromethylsulfonic anhydride; sodium azide / copper(ll) sulfate pentahydrate / dichloromethane; water; methanol / 19 h / 20 °C / Inert atmosphere

5: sodium ascorbate; copper(II) sulfate / water; tert-butyl alcohol / 0.17 h / 110 °C / Inert atmosphere; Microwave irradiation; Capped tube

6: trifluoroacetic acid / dichloromethane / 0.03 h / 70 °C / Inert atmosphere; Microwave irradiation; Capped tube

With sodium azide; trifluoromethylsulfonic anhydride; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; copper(ll) sulfate pentahydrate; palladium 10% on activated carbon; sodium ascorbate; copper(II) sulfate; In methanol; dichloromethane; water; tert-butyl alcohol;

Reference yield:

α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene) (352439-36-2) → (S)-2-(3-((S)-1-carboxy-5-(4-(25-(2,4-dinitrophenylamino)-2,5,8,11,14,17,20,23-octaoxapentacosyl)-1H-1,2,3-triazol-1-yl)pentyl)ureido)pentanedioic acid (1196732-45-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide; toluene / 4 h / 20 °C / Inert atmosphere

2: triphenylphosphine; water / tetrahydrofuran / 12 h / Inert atmosphere

3: triethylamine / ethanol / 48 h / Reflux; Inert atmosphere

4: sodium ascorbate; copper(II) sulfate / water; tert-butyl alcohol / 0.17 h / 110 °C / Inert atmosphere; Microwave irradiation; Capped tube

5: trifluoroacetic acid / dichloromethane / 0.03 h / 70 °C / Inert atmosphere; Microwave irradiation; Capped tube

With water; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium ascorbate; copper(II) sulfate; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

upstream raw materials:

L-glutamic acid di-tert-butyl ester hydrochloride

α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene)

(S)-2-[3-((S)-5-amino-1-tert-butoxycarbonylpentyl)ureido]pentanedioic acid di-tert-butyl ester

3,6,9,12,15,18,21,24-octaoxaheptacos-26-yn-1-amine