C₂₂H₂₉NO₆

Base Information

• Chemical Name: C₂₂H₂₉NO₆
• CAS No.: 1531590-72-3
• Molecular Formula: C₂₂H₂₉NO₆
• Molecular Weight: 403.475
• Mol file: 1531590-72-3.mol

Synonyms:

Chemical Property of C₂₂H₂₉NO₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₂₉NO₆

There total 11 articles about C₂₂H₂₉NO₆ 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:

C15H22O3 (1531590-71-2) → C22H29NO6 (1531590-72-3) + C22H29NO6 (1531590-73-4)

Guidance literature:

With silver hexafluoroantimonate; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; 4-nitro-benzoic acid; In dichloromethane; at 20 ℃; for 0.0833333h; Temperature; Concentration; Overall yield = 65%; Overall yield = 1.05 g; Optical yield = 50 %de; Inert atmosphere;

DOI:10.1002/anie.201309449

Reference yield:

C21H23NO2 (1531590-64-3) → C22H29NO6 (1531590-72-3) + C22H29NO6 (1531590-73-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 - 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: tetra(n-butyl)ammonium hydroxide / tert-butyl alcohol; water / 36 h / 20 - 100 °C / Inert atmosphere

2.2: pH <= 1 / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 20.5 h / 20 °C / Inert atmosphere

5.1: S-alpine borane / tetrahydrofuran / 11 h / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

7.1: N,N,N,N,N,N-hexamethylphosphoric triamide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; indium iodide / tetrahydrofuran / 8 h / 0 °C / Inert atmosphere

8.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

9.1: potassium carbonate / ethanol / 2 h / 20 °C / Inert atmosphere

10.1: 4-nitro-benzoic acid; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; silver hexafluoroantimonate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; silver hexafluoroantimonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; indium iodide; di-isopropyl azodicarboxylate; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; S-alpine borane; tetra(n-butyl)ammonium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; 4-nitro-benzoic acid; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1002/anie.201309449

Reference yield:

hex-5-ynoic acid (53293-00-8) → C22H29NO6 (1531590-72-3) + C22H29NO6 (1531590-73-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: lithium chloride; lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 - 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: tetra(n-butyl)ammonium hydroxide / tert-butyl alcohol; water / 36 h / 20 - 100 °C / Inert atmosphere

3.2: pH <= 1 / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

5.1: tetrahydrofuran / 20.5 h / 20 °C / Inert atmosphere

6.1: S-alpine borane / tetrahydrofuran / 11 h / 20 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

8.1: N,N,N,N,N,N-hexamethylphosphoric triamide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; indium iodide / tetrahydrofuran / 8 h / 0 °C / Inert atmosphere

9.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

10.1: potassium carbonate / ethanol / 2 h / 20 °C / Inert atmosphere

11.1: 4-nitro-benzoic acid; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; silver hexafluoroantimonate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; silver hexafluoroantimonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; indium iodide; di-isopropyl azodicarboxylate; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; S-alpine borane; tetra(n-butyl)ammonium hydroxide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; lithium diisopropyl amide; 4-nitro-benzoic acid; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1002/anie.201309449

upstream raw materials:

C₂₁H₂₃NO₂

hex-5-ynoic acid

C₂₄H₂₉NO₂

C₉H₁₄O₂