C₄₂H₅₄ClN₅O₉

Base Information

• Chemical Name: C₄₂H₅₄ClN₅O₉
• CAS No.: 1424402-69-6
• Molecular Formula: C₄₂H₅₄ClN₅O₉
• Molecular Weight: 808.372
• Mol file: 1424402-69-6.mol

Synonyms:C₄₂H₅₄ClN₅O₉

Chemical Property of C₄₂H₅₄ClN₅O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₂H₅₄ClN₅O₉

There total 22 articles about C₄₂H₅₄ClN₅O₉ 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: 90.0%

C37H46ClN5O8 (1424402-66-3) + 2-methyl-but-3-yn-2-ol (115-19-5) → C42H54ClN5O9 (1424402-69-6)

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In toluene; at 25 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jm301346z

Reference yield:

2-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanoyl chloride (350245-09-9) → C42H54ClN5O9 (1424402-69-6)

Guidance literature:

Multi-step reaction with 9 steps

1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice; Inert atmosphere

2: ammonium cerium (IV) nitrate / methanol / 17 h / 0 °C / Inert atmosphere

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

4: piperidine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane; water / 3 h / 0 °C / Inert atmosphere

6: pyridinium p-toluenesulfonate / dichloromethane / 2 h / 20 °C / Inert atmosphere

7: Acetyl bromide / dichloromethane / 4 h / 20 °C / Inert atmosphere

8: potassium carbonate / ethylene glycol; 1,2-dimethoxyethane / 0.05 h / 20 °C / Inert atmosphere

9: copper(l) iodide; N-ethyl-N,N-diisopropylamine / toluene / 20 h / 25 °C / Inert atmosphere

With piperidine; dmap; copper(l) iodide; ammonium cerium (IV) nitrate; Acetyl bromide; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm301346z

Reference yield:

(R)-3-(3-Chloro-4-methoxy-phenyl)-2-[(E)-(5S,6S)-6-((4R,5R)-2,2-dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoylamino]-propionic acid 2,2,2-trichloro-ethyl ester (436143-87-2) → C42H54ClN5O9 (1424402-69-6)

Guidance literature:

Multi-step reaction with 9 steps

1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice; Inert atmosphere

2: ammonium cerium (IV) nitrate / methanol / 17 h / 0 °C / Inert atmosphere

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C / Inert atmosphere

4: piperidine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane; water / 3 h / 0 °C / Inert atmosphere

6: pyridinium p-toluenesulfonate / dichloromethane / 2 h / 20 °C / Inert atmosphere

7: Acetyl bromide / dichloromethane / 4 h / 20 °C / Inert atmosphere

8: potassium carbonate / ethylene glycol; 1,2-dimethoxyethane / 0.05 h / 20 °C / Inert atmosphere

9: copper(l) iodide; N-ethyl-N,N-diisopropylamine / toluene / 20 h / 25 °C / Inert atmosphere

With piperidine; dmap; copper(l) iodide; ammonium cerium (IV) nitrate; Acetyl bromide; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm301346z

upstream raw materials:

2-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanoyl chloride

(R)-3-(3-Chloro-4-methoxy-phenyl)-2-[(E)-(5S,6S)-6-((4R,5R)-2,2-dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoylamino]-propionic acid 2,2,2-trichloro-ethyl ester

C₄₂H₅₉Cl₄NO₉Si

C₃₆H₄₅Cl₄NO₉

Refernces