2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester

Base Information

• Chemical Name: 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester
• CAS No.: 111649-55-9
• Molecular Formula: C₂₆H₃₄O₆S
• Molecular Weight: 474.618
• Mol file: 111649-55-9.mol

Synonyms:

Chemical Property of 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester

There total 19 articles about 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl 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: 41.0%

4-<2-(4-methanesulfonyloxybutyl)-1,3-dithian-2-yl>-1-methylbutyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate (111649-53-7) → 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester (111649-55-9) + 9-methanesulfonyloxy-1-methyl-5-oxo-nonyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate (111649-54-8)

Guidance literature:

With mercury dichloride; mercury(II) oxide; In water; acetonitrile; for 1h; Heating;

DOI:10.1016/S0040-4020(01)90012-2

Reference yield:

tetrahydro-2H-2-pyranol (694-54-2) → 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester (111649-55-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 79 percent / BF₃*OEt₂ / CHCl₃ / 7 h / Ambient temperature

2: 80 percent / toluene-p-sulfonic acid / CH₂Cl₂ / 6 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -15 deg C; 2.) THF, -15 deg C to 0 deg C

4: 81 percent / toluene-p-sulfonic acid / methanol / 0.33 h / Ambient temperature

5: 89 percent / toluene-p-sulfonic acid / methanol

6: 82 percent / sodium borohydride / methanol / 8 h / Ambient temperature

7: 59 percent / pyridine / CH₂Cl₂ / Ambient temperature

8: toluene p-sulfonic acid / methanol

9: 87 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

10: 35 percent / mercuric chloride, mercuric oxide / acetonitrile; H₂O / 1 h / Heating

With pyridine; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; triethylamine; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; chloroform; water; acetonitrile;

DOI:10.1016/S0040-4020(01)90012-2

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2,4-Dimethoxy-6-phenylsulfanylmethyl-benzoic acid 9-hydroxy-1-methyl-5-oxo-nonyl ester (111649-55-9)

Guidance literature:

Multi-step reaction with 11 steps

1: aq. hydrochloric acid / Ambient temperature

2: 79 percent / BF₃*OEt₂ / CHCl₃ / 7 h / Ambient temperature

3: 80 percent / toluene-p-sulfonic acid / CH₂Cl₂ / 6 h / Ambient temperature

4: 1.) n-BuLi / 1.) THF, -15 deg C; 2.) THF, -15 deg C to 0 deg C

5: 81 percent / toluene-p-sulfonic acid / methanol / 0.33 h / Ambient temperature

6: 89 percent / toluene-p-sulfonic acid / methanol

7: 82 percent / sodium borohydride / methanol / 8 h / Ambient temperature

8: 59 percent / pyridine / CH₂Cl₂ / Ambient temperature

9: toluene p-sulfonic acid / methanol

10: 87 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

11: 35 percent / mercuric chloride, mercuric oxide / acetonitrile; H₂O / 1 h / Heating

With pyridine; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; triethylamine; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; chloroform; water; acetonitrile;

DOI:10.1016/S0040-4020(01)90012-2

upstream raw materials:

4-<2-(4-methanesulfonyloxybutyl)-1,3-dithian-2-yl>-1-methylbutyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate

tetrahydro-2H-2-pyranol

3,4-dihydro-2H-pyran

ethylene-cetal de la bromo-5 pentanone-2

Downstream raw materials:

4-<2-(4-methanesulfonyloxy butyl)-1,3-dioxalan-2-yl>-1-methylbutyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate

4-<2-(4-iodobutyl)-1,3-dioxalan-2-yl>-1-methylbutyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate

9-methanesulfonyloxy-1-methyl-5-oxo-nonyl-2,4-dimethoxy-6-<(phenylthio) methyl> benzoate