5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene

Base Information

• Chemical Name: 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene
• CAS No.: 115421-67-5
• Molecular Formula: C₆₄H₅₂N₄O₁₂S₄
• Molecular Weight: 1197.4
• Mol file: 115421-67-5.mol

Synonyms:5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene

Chemical Property of 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene

There total 3 articles about 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene 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: 67.0%

p-toluenesulfonyl chloride (98-59-9) + p-cyanomethylcalix[4]arene (157749-24-1,479092-35-8,115421-59-5) → 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene (115421-67-5)

Guidance literature:

With 1-methyl-1H-imidazole; In acetonitrile; at 20 ℃; for 120h;

DOI:10.1021/jo9822636

Reference yield:

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8,74568-07-3) → 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene (115421-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / tetrahydrofuran; acetic acid; H₂O / 24 h / Ambient temperature

2: 1.) CH₃I / 1.) DMSO, 30 min, room temperature, 2.) DMSO, 2 h, 80 deg C

3: NaH / tetrahydrofuran / 3 h / Ambient temperature

With sodium hydride; methyl iodide; In tetrahydrofuran; water; acetic acid;

DOI:10.1021/ja00226a034

Reference yield:

5,11,17,23-tetrakis[(dimethylamino)methyl]pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol (115421-52-8) → 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene (115421-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CH₃I / 1.) DMSO, 30 min, room temperature, 2.) DMSO, 2 h, 80 deg C

2: NaH / tetrahydrofuran / 3 h / Ambient temperature

With sodium hydride; methyl iodide; In tetrahydrofuran;

DOI:10.1021/ja00226a034

upstream raw materials:

p-toluenesulfonyl chloride

p-cyanomethylcalix[4]arene

25,26,27,28-tetrakis(hydroxy)calix[4]arene

5,11,17,23-tetrakis[(dimethylamino)methyl]pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol

Downstream raw materials:

5,11-bis(carboxymethyl)-17,23-bis(ethoxycarbomethyl)-25,26,27,28-tetrakis(4'-bromobenzenesulfonyl)calix[4]arene

bisanhydride of 5,11,17,23-tetrakis(carboxymethyl)-25,26,27,28-tetrakis(4'-methylbenzenesulfonyl)calix[4]arene