N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide

Base Information

• Chemical Name: N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide
• CAS No.: 1335107-62-4
• Molecular Formula: C₁₉H₃₀N₂O₆
• Molecular Weight: 382.457
• Mol file: 1335107-62-4.mol

Synonyms:N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide

Chemical Property of N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide

There total 5 articles about N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide 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: 65.0%

5-(3,4-dihydro-8-isopentyl-2-oxo-2H-chromen-7-yloxy)pentanoic acid (1335107-54-4) → N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide (1335107-62-4)

Guidance literature:

5-(3,4-dihydro-8-isopentyl-2-oxo-2H-chromen-7-yloxy)pentanoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

With hydroxylamine hydrochloride; potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2011.06.002

Reference yield:

ethyl 5-(3,4-dihydro-8-isopentyl-2-oxo-2H-chromen-7-yloxy)pentanoate → N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide (1335107-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol; lithium hydroxide / 2 h / 63 °C / Inert atmosphere

2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 1 h / 20 °C

2.2: 3 h / 20 °C

With methanol; chloroformic acid ethyl ester; triethylamine; lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2011.06.002

Reference yield:

8-isopentyl-7-methoxy-chroman-2-one (181303-71-9) → N-hydroxy-5-(3-hydroxy-4-(2-hydroxycarbamoylethyl)-2-isopentyl-phenoxy)pentanamide (1335107-62-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

1.2: Cooling with ice

2.1: 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; potassium carbonate / acetone / 2 h / 56 °C / Inert atmosphere

3.1: methanol; lithium hydroxide / 2 h / 63 °C / Inert atmosphere

4.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 1 h / 20 °C

4.2: 3 h / 20 °C

With methanol; 18-crown-6 ether; chloroformic acid ethyl ester; boron tribromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/j.ejmech.2011.06.002

upstream raw materials:

osthole

5-(3,4-dihydro-8-isopentyl-2-oxo-2H-chromen-7-yloxy)pentanoic acid

8-isopentyl-7-methoxy-chroman-2-one

Refernces