C₁₆H₂₂NO₄P

Base Information

• Chemical Name: C₁₆H₂₂NO₄P
• CAS No.: 1627704-49-7
• Molecular Formula: C₁₆H₂₂NO₄P
• Molecular Weight: 323.329
• Mol file: 1627704-49-7.mol

Synonyms:C₁₆H₂₂NO₄P

Chemical Property of C₁₆H₂₂NO₄P

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₆H₂₂NO₄P

There total 9 articles about C₁₆H₂₂NO₄P 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:

diethyl (4-bromophenyl)phosphonate (20677-12-7) → C16H22NO4P (1627704-49-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: trimethylsilyl bromide

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

3.1: tetrahydrofuran / -78 °C

4.1: water / 90 °C

5.1: carbonochloridic acid 1-chloro-ethyl ester / toluene / Reflux

5.2: Reflux

6.1: triethylamine / dichloromethane

7.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 80 °C

8.1: ozone / methanol / -78 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl bromide; carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; ozone; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 7.1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2014.05.036

Reference yield:

C17H24NO3P → C16H22NO4P (1627704-49-7)

Guidance literature:

With ozone; In methanol; at -78 ℃;

DOI:10.1016/j.bmcl.2014.05.036

Reference yield:

1,4-bromoiodobenzene (589-87-7) → C16H22NO4P (1627704-49-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; potassium acetate / tetrahydrofuran / 22 h / 68 °C

2.1: trimethylsilyl bromide

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

4.1: tetrahydrofuran / -78 °C

5.1: water / 90 °C

6.1: carbonochloridic acid 1-chloro-ethyl ester / toluene / Reflux

6.2: Reflux

7.1: triethylamine / dichloromethane

8.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 80 °C

9.1: ozone / methanol / -78 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; trimethylsilyl bromide; carbonochloridic acid 1-chloro-ethyl ester; potassium acetate; potassium carbonate; ozone; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; toluene; 8.1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2014.05.036

upstream raw materials:

1,4-bromoiodobenzene

diethyl (4-bromophenyl)phosphonate

4-bromophenylphosphonic acid

(4-Bromophenyl)phosphonsaeure-dichlorid

Downstream raw materials:

C₁₆H₂₂NO₅P

C₁₂H₁₆NO₃P

C₂₅H₂₅ClNO₃P

C₂₄H₂₃ClNO₃P

Refernces