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

Base Information

• Chemical Name: (+)(R,R) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate
• CAS No.: 130877-77-9
• Molecular Formula: C₂₆H₃₆O₆S
• Molecular Weight: 476.634
• Mol file: 130877-77-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 26 articles about (+)(R,R) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate 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: 80.0%

(+)(R) methyl 3,5-dimethoxy-6-<8-oxo-9-(p-tolylsulfinyl) nonyl> benzoate (130877-72-4) → (+)(R,S) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9,130877-78-0) + (+)(R,R) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

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

Reference yield: 80.0%

(+)(R) methyl 3,5-dimethoxy-6-<8-oxo-9-(p-tolylsulfinyl) nonyl> benzoate (130877-72-4) → (+)(R,S) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9,130877-78-0) + (+)(R,R) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

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

Reference yield:

oxocan-2-one (539-87-7) → (+)(R,S) methyl 2,4-dimethoxy-6-<8-hydroxy-9-(p-tolylsulfinyl) nonyl> benzoate (130877-77-9,130877-78-0)

Guidance literature:

Multi-step reaction with 7 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

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

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

upstream raw materials:

(+)(R) methyl 3,5-dimethoxy-6-<8-oxo-9-(p-tolylsulfinyl) nonyl> benzoate

oxocan-2-one

methyl 2,4-dimethoxy-6-methylbenzoate

methyl 7-iodoheptanoate

Downstream raw materials:

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

(R)-de-O-Methyllasiodiplodin

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

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