4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

Base Information

Chemical Name:4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester
CAS No.:1314653-37-6
Molecular Formula:C₄₉H₇₁NO₃Si₂
Molecular Weight:778.279
Hs Code.:

Synonyms:4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

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Chemical Property of 4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

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Technology Process of 4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

There total 6 articles about 4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester 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: 76.0%

: 1314653-36-5
4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-diiodobenzyl ester

: 1066-54-2
trimethylsilylacetylene

: 1314653-37-6
4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 10h; Inert atmosphere;
DOI:10.1002/asia.201000877

Reference yield:

: 1948-40-9
4-hydroxy-3,5-diiodobenzaldehyde

: 1314653-37-6
4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / tetrahydrofuran; N,N-dimethyl-formamide / 24 h / Reflux

2.1: sodium tetrahydroborate / methanol; dichloromethane / 3 h / 0 - 20 °C

2.2: Saturated solution

3.1: dmap / dichloromethane / 20 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/asia.201000877

Reference yield:

: 877154-50-2
4-(4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)benzoic acid

: 1314653-37-6
4-(4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-benzoic acid 4-hexadecyloxy-3,5-bis-(trimethylsilylethynyl)benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: dmap / dichloromethane / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/asia.201000877