methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate

Base Information

• Chemical Name: methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate
• CAS No.: 1357395-27-7
• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.428
• Mol file: 1357395-27-7.mol

Synonyms:methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate

Chemical Property of methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate

There total 2 articles about methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate 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: 83.0%

methyl 3-(3-hydroxy-3,7-dimethyloct-6-enoyl)-4-methoxybenzoate (1357395-26-6) → methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate (1357395-27-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/cbdv.201100288

Reference yield:

3-acetyl-4-methoxybenzoic acid methyl ester (103986-82-9) → methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate (1357395-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; isopropylamine / tetrahydrofuran; n-heptane / 1.17 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; isopropylamine; In tetrahydrofuran; methanol; n-heptane; 1.2: Aldol condensation;

DOI:10.1002/cbdv.201100288

Reference yield: 99.0%

methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate (1357395-27-7) → 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoic acid (1357395-28-8)

Guidance literature:

methyl 3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoate; With lithium hydroxide monohydrate; In tetrahydrofuran; water; Reflux; Inert atmosphere;

With hydrogenchloride; In water; at 0 ℃; pH=3; Inert atmosphere;

DOI:10.1002/cbdv.201100288

upstream raw materials:

methyl 3-(3-hydroxy-3,7-dimethyloct-6-enoyl)-4-methoxybenzoate

3-acetyl-4-methoxybenzoic acid methyl ester

Downstream raw materials:

3-(1,3-dihydroxy-3,7-dimethyloct-6-en-1-yl)-4-methoxybenzoic acid