(R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester

Base Information

• Chemical Name: (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester
• CAS No.: 125520-74-3
• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.444
• Mol file: 125520-74-3.mol

Synonyms:(R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester

Chemical Property of (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester

There total 32 articles about (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester 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: 53.0%

(+)(R,S) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9,130877-78-0) → (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester (125520-74-3)

Guidance literature:

With nickel; In ethanol; for 0.5h;

DOI:10.1016/0957-4166(90)90013-Z

Reference yield:

oxocan-2-one (539-87-7) → (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester (125520-74-3)

Guidance literature:

Multi-step reaction with 8 steps

1: conc. H₂SO₄ / 2 h / Ambient temperature

2: 80 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: NaI, NaHCO₃ / acetone / 72 h / Ambient temperature

4: 1.) LDA, 2.) HMPA / 1.) THF, -78 deg C, 1 h, 2.) 5 min

5: 98 percent / Na₂HPO₄, 6percent sodium amalgam / methanol / 1 h / -20 °C

6: 1.) LDA / 1.) THF, -30 deg C, 0.5 h, 2.) -78 deg C

7: DIBAL / hexane; tetrahydrofuran / 1 h / -78 °C

8: 53 percent / Raney Ni / ethanol / 0.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; disodium hydrogenphosphate; sodium amalgam; sulfuric acid; nickel; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetone;

DOI:10.1016/0957-4166(90)90013-Z

Reference yield:

2,4-dimethoxy-6-methylbenzoic acid (3686-57-5) → (R)-6-(8'-Hydroxynonyl)-2,4-dimethoxybenzoesaeure-methylester (125520-74-3)

Guidance literature:

Multi-step reaction with 8 steps

1: NaOH / H₂O; ethanol / Heating

2: 1.) LDA / 1.) THF, -78 deg C, 15 min, 2.) 5 min

3: 94 percent / m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) LDA, 2.) HMPA / 1.) THF, -78 deg C, 1 h, 2.) 5 min

5: 98 percent / Na₂HPO₄, 6percent sodium amalgam / methanol / 1 h / -20 °C

6: 1.) LDA / 1.) THF, -30 deg C, 0.5 h, 2.) -78 deg C

7: DIBAL / hexane; tetrahydrofuran / 1 h / -78 °C

8: 53 percent / Raney Ni / ethanol / 0.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; disodium hydrogenphosphate; sodium amalgam; nickel; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water;

DOI:10.1016/0957-4166(90)90013-Z

upstream raw materials:

diazomethane

(-)(R) 2,4-dimethoxy-6-(8-hydroxynonyl) benzoic acid

(+)(R,S) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate

(R)-methyl 2,4-dimethoxy-6-(8-tert-butyldimethylsilyloxynonyl)benzoate

Downstream raw materials:

(-)(R) 2,4-dimethoxy-6-(8-hydroxynonyl) benzoic acid

(R)-de-O-Methyllasiodiplodin