benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate

Base Information

• Chemical Name: benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate
• CAS No.: 1446086-68-5
• Molecular Formula: C₂₁H₁₇NO₄
• Molecular Weight: 347.37
• Mol file: 1446086-68-5.mol

Synonyms:benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate

Chemical Property of benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate

There total 6 articles about benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate 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: 57.0%

benzyl 2-bromo-4-hydroxybenzoate (1446086-67-4) + (3-(aminocarbonyl)phenyl)boronic acid (351422-73-6) → benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate (1446086-68-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; at 90 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jm4007017

Reference yield:

3-methoxyphenyl bromide (2398-37-0) → benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate (1446086-68-5)

Guidance literature:

Multi-step reaction with 6 steps

1: zirconium(IV) chloride / dichloromethane / 1 h / -10 - 20 °C / Inert atmosphere

2: sodium t-butanolate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3: Oxone; sodium hydrogencarbonate / water; acetone / 2 h / 0 °C

4: boron tribromide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

5: potassium hydrogencarbonate / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 1.5 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Oxone; boron tribromide; zirconium(IV) chloride; sodium hydrogencarbonate; sodium carbonate; potassium hydrogencarbonate; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; 6: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm4007017

Reference yield:

2-bromo-4-methoxybenzoic acid ethyl ester (1208075-63-1) → benzyl 2-(3-carbamoylphenyl)-4-hydroxybenzoate (1446086-68-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Oxone; sodium hydrogencarbonate / water; acetone / 2 h / 0 °C

2: boron tribromide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

3: potassium hydrogencarbonate / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / 1,4-dioxane; water / 1.5 h / 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Oxone; boron tribromide; sodium hydrogencarbonate; sodium carbonate; potassium hydrogencarbonate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; 4: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm4007017

upstream raw materials:

benzyl 2-bromo-4-hydroxybenzoate

(3-(aminocarbonyl)phenyl)boronic acid

3-methoxyphenyl bromide

1-(2-bromo-4-methoxyphenyl)ethanone

Downstream raw materials:

cyclohexylcarbamic acid 6-benzyloxycarbonyl-3′-carbamoylbiphenyl-3-yl ester

cyclohexylcarbamic acid 3′-carbamoyl-6-carboxybiphenyl-3-yl ester

Refernces