(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

Base Information

Chemical Name:(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine
CAS No.:886055-59-0
Molecular Formula:C₄₀H₅₀N₂O₃
Molecular Weight:606.849
Hs Code.:

Synonyms:(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

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Chemical Property of (R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

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Technology Process of (R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

There total 8 articles about (R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine 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%

: 881538-06-3
3-tert-butyl-2-hydroxy-5-(4'-hydroxyphenylethynyl)benzaldehyde

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 886055-59-0
(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

Guidance literature:: 3,5-di-tert-butyl-2-hydroxybenzaldehyde; (1R,2R)-1,2-diaminocyclohexane monohydrochloride; In methanol; ethanol; at 20 ℃; for 4h; Molecular sieve 4?;

3-tert-butyl-2-hydroxy-5-(4'-hydroxyphenylethynyl)benzaldehyde; With triethylamine; In methanol; ethanol; dichloromethane; at 20 ℃; for 4h;

Reference yield: 75.0%

: 881538-06-3
3-tert-butyl-2-hydroxy-5-(4'-hydroxyphenylethynyl)benzaldehyde

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 191480-63-4
(1R,2R)-1,2-diaminocyclohexane monohydrochloride

: 886055-59-0
(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

Guidance literature:: 3,5-di-tert-butyl-2-hydroxybenzaldehyde; (1R,2R)-1,2-diaminocyclohexane monohydrochloride; With 4 A molecular sieve; In diethyl ether; ethanol; at 20 ℃; for 4h;

3-tert-butyl-2-hydroxy-5-(4'-hydroxyphenylethynyl)benzaldehyde; With triethylamine; In methanol; ethanol; dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo052614y

Reference yield:

: 881538-09-6
3-tert-butyl-5-ethynyl-2-hydroxybenzaldehyde

: 886055-59-0
(R,R)-N-(3,5-di-tert-butylsalicylidene)-N'-[3-tert-butyl-5-(4'-hydroxyphenylethynyl)salicylidene]-1,2-cyclohexanediamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 51 percent / CuI; Et₃N; Ph₃P / PdCl₂(PPh₃)2 / tetrahydrofuran / 27 h / 20 °C

2.1: molecular sieves 4 Angstroem / ethanol; diethyl ether / 4 h / 20 °C

2.2: 75 percent / Et₃N / ethanol; methanol; CH₂Cl₂ / 4 h / 20 °C

With copper(l) iodide; 4 A molecular sieve; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; ethanol; 1.1: Sonogashira coupling;
DOI:10.1021/jo052614y