4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide

Base Information

• Chemical Name: 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide
• CAS No.: 1380421-63-5
• Molecular Formula: C₃₃H₅₂N₂O₉Si
• Molecular Weight: 648.869

Synonyms:

Chemical Property of 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide

There total 3 articles about 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide 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:

(4S,14S)-(+)-19-iodo-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-triene (1380421-68-0) → 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide (1380421-63-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium bromide / 1,4-dioxane / 5 h / 85 °C / Inert atmosphere

2.1: tetramethyl ammoniumhydroxide / methanol; water / 20 h / 20 °C

2.2: 20 °C / pH 5

3.1: thionyl chloride / 3 h / 40 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 19 h / 0 - 20 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; tetramethyl ammoniumhydroxide; triethylamine; potassium bromide; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1.1: Suzuki coupling;

DOI:10.1016/j.tetasy.2012.04.008

Reference yield:

methyl 4-[(4S,14S)-()-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-trien-19-yl]-benzoate (1380421-69-1) → 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide (1380421-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetramethyl ammoniumhydroxide / methanol; water / 20 h / 20 °C

1.2: 20 °C / pH 5

2.1: thionyl chloride / 3 h / 40 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 19 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; tetramethyl ammoniumhydroxide; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tetasy.2012.04.008

Reference yield:

4-[(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-trien-19-yl]benzoic acid (1380421-70-4) → 4-[(4S,14S)-(-)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1(21),17,19-trien-19-yl]-N-(3-(triethoxysilyl)propyl)benzamide (1380421-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 40 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 19 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.tetasy.2012.04.008

upstream raw materials:

(4S,14S)-(+)-19-iodo-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-triene

methyl 4-[(4S,14S)-()-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]-benzoate

4-[(4S,14S)-(+)-4,14-dimethyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]heneicosa-1⁽²¹⁾,17,19-trien-19-yl]benzoic acid

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