2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol

Base Information

• Chemical Name: 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol
• CAS No.: 216163-38-1
• Molecular Formula: C₃₂H₄₆N₂O₃
• Molecular Weight: 506.729

Synonyms:2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol

Chemical Property of 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol

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Technology Process of 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol

There total 2 articles about 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol 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: 95.0%

3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) + 3-tert-butyl-2,5-dihydroxybenzaldehyde (192803-37-5) → 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol (216163-38-1)

Guidance literature:

In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/ja984410n

Reference yield:

3-tert-butyl-2-hydroxy-5-triisopropylsiloxybenzaldehyde (155135-24-3) → 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol (216163-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / -78 °C

2: 95 percent / CH₂Cl₂ / 12 h / Ambient temperature

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja984410n

Reference yield: 78.0%

1-methanesulfonyloxy-3-(4-methoxyphenyl)propane (72456-64-5) + 2-tert-Butyl-6-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-benzene-1,4-diol (216163-38-1) → C42H58N2O4

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(03)01588-0

upstream raw materials:

3,5-di-tert-butyl-2-hydroxybenzaldehyde

(1R,2R)-1,2-diaminocyclohexane

3-tert-butyl-2,5-dihydroxybenzaldehyde

3-tert-butyl-2-hydroxy-5-triisopropylsiloxybenzaldehyde

Downstream raw materials:

Pentanedioic acid mono-{3-tert-butyl-5-[((E)-(1R,2R)-2-{[1-(3,5-di-tert-butyl-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-4-hydroxy-phenyl} ester

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