N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide

Base Information

• Chemical Name: N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide
• CAS No.: 1586025-45-7
• Molecular Formula: C₂₉H₂₆N₄O₅S
• Molecular Weight: 542.615

Synonyms:N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide

Chemical Property of N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide

Chemical Property:

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Technology Process of N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide

There total 7 articles about N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide 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: 68.0%

methyl 6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanoate → N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide (1586025-45-7)

Guidance literature:

With hydroxylamine; In methanol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cmdc.201300270

Reference yield:

[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl][4-[(trimethylsilyl)ethynyl]phenyl]methanone (1586025-54-8) → N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide (1586025-45-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 20 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: hydrated potassium fluoride / water; methanol / 96 h / 20 °C / Inert atmosphere

3.1: copper(II) sulfate; ascorbic acid / water; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

4.1: hydroxylamine / methanol / 24 h / 20 °C / Inert atmosphere

With hydrated potassium fluoride; hydroxylamine; boron tribromide; copper(II) sulfate; ascorbic acid; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1002/cmdc.201300270

Reference yield:

(4-ethynylphenyl)[6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl]methanone → N-hydroxy-6-(4-(4-(6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophene-3-carbonyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanamide (1586025-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(II) sulfate; ascorbic acid / water; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: hydroxylamine / methanol / 24 h / 20 °C / Inert atmosphere

With hydroxylamine; copper(II) sulfate; ascorbic acid; In tetrahydrofuran; methanol; water;

DOI:10.1002/cmdc.201300270

upstream raw materials:

(4-iodophenyl)(6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)methanone

[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl][4-[(trimethylsilyl)ethynyl]phenyl]methanone

2-(4'-methoxyphenyl)-6-methoxybenzothiophene

4-iodobenzoic acid chloride

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