5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene

Base Information

• Chemical Name: 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene
• CAS No.: 1378022-38-8
• Molecular Formula: C₆₂H₇₄N₂O₁₂S₂
• Molecular Weight: 1103.41

Synonyms:5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene

Chemical Property of 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene

Chemical Property:

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Technology Process of 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene

There total 2 articles about 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[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: 75.0%

5,11,17,23-tetra-tert-butyl-25,26-dihydroxy-27,28-dipropoxy-calix<4>arene (308796-39-6) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene (1378022-38-8)

Guidance literature:

5,11,17,23-tetra-tert-butyl-25,26-dihydroxy-27,28-dipropoxy-calix<4>arene; With sodium hydride; In tetrahydrofuran; Reflux;

4-Nitrobenzenesulfonyl chloride; In tetrahydrofuran; for 24.5h; Reflux;

DOI:10.1016/j.tet.2012.03.102

Reference yield:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) → 5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene (1378022-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; dimethyl sulfoxide

2.1: sodium hydride / tetrahydrofuran / Reflux

2.2: 24.5 h / Reflux

With sodium hydride; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.1016/j.tet.2012.03.102

Reference yield: 98.0%

5,11,17,23-tetra-tert-butyl-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene (1378022-38-8) → 17,23-di-tert-butyl-5,11-dinitro-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene (1378022-41-3)

Guidance literature:

With nitric acid; acetic acid; In dichloromethane; at 0 ℃; regioselective reaction;

DOI:10.1016/j.tet.2012.03.102

upstream raw materials:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

5,11,17,23-tetra-tert-butyl-25,26-dihydroxy-27,28-dipropoxy-calix<4>arene

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

17,23-di-tert-butyl-5,11-dinitro-25,26-bis(p-nitrobenzenesulfonyloxy)-27,28-dipropoxycalix[4]arene

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