2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

Base Information

• Chemical Name: 2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester
• CAS No.: 1326775-02-3
• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.386
• Mol file: 1326775-02-3.mol

Synonyms:2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

Chemical Property of 2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

There total 1 articles about 2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester 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: 59.0%

6-Methyl-hept-5-en-2-on (110-93-0,129085-68-3) + estere metilico dell'acido 5-acetilsalicilico (16475-90-4) → 2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester (1326775-02-3)

Guidance literature:

estere metilico dell'acido 5-acetilsalicilico; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; at -78 ℃; for 0.5h; Inert atmosphere;

6-Methyl-hept-5-en-2-on; In tetrahydrofuran; n-heptane; at -78 ℃; for 4h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; n-heptane; water; at -78 ℃;

DOI:10.1016/j.tet.2011.06.015

Reference yield: 70.0%

2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester (1326775-02-3) → 5-(1',3'-dihydroxy-3',7'-dimethyloct-6'-en-1'-yl)-2-hydroxybenzoic acid methyl ester (1326774-98-4)

Guidance literature:

2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester; With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

With ammonium chloride; In water; ethyl acetate;

DOI:10.1016/j.tet.2011.06.015

Reference yield:

2-hydroxy-5-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester (1326775-02-3) → 5-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-2-hydroxybenzoic acid (1326775-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 4 h / Reflux

2.2: 0 °C / pH 3

With sodium tetrahydroborate; lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tet.2011.06.015

upstream raw materials:

6-Methyl-hept-5-en-2-on

estere metilico dell'acido 5-acetilsalicilico

Downstream raw materials:

5-(1',3'-dihydroxy-3',7'-dimethyloct-6'-en-1'-yl)-2-hydroxybenzoic acid methyl ester

5-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-2-hydroxybenzoic acid

2-hydroxy-5-(3'-hydroxy-3',7'-dimethyloct-6'-enoyl)benzoic acid