2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester

Base Information

• Chemical Name: 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester
• CAS No.: 204846-42-4
• Molecular Formula: C₂₃H₃₁F₃O₇S₃
• Molecular Weight: 572.688
• Mol file: 204846-42-4.mol

Synonyms:2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester

Chemical Property of 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester

There total 8 articles about 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] 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: 91.0%

trifluoromethylsulfonic anhydride (358-23-6) + 4,6-dimethoxy-2-hydroxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl]ester (244139-97-7) → 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester (204846-42-4)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 25 ℃;

DOI:10.1016/S0040-4020(99)00302-6

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester (204846-42-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 87 percent / BF₃*Et₂O / methanol; CHCl₃ / 4 h / 25 °C

2.1: sec-BuLi / cyclohexane; tetrahydrofuran / 4 h / -15 °C

2.2: 85 percent / 16 h

3.1: 62 percent / PCC / CH₂Cl₂ / 5 h / 25 °C

4.1: 97 percent / diethyl ether / 14 h / -30 °C

5.1: 84 percent / EtOOC-N=N-COOEt; PPh₃ / diethyl ether / 5 h

6.1: 91 percent / pyridine / CH₂Cl₂ / 0 - 25 °C

With pyridine; boron trifluoride diethyl etherate; sec.-butyllithium; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; cyclohexane; 1.1: Cyclization / 2.1: Metallation / 2.2: Substitution / 3.1: Oxidation / 4.1: Grignard reaction / 5.1: Esterification / 6.1: Esterification;

DOI:10.1016/S0040-4020(99)00302-6

Reference yield:

3,5-dimethoxyphenol (500-99-2) → 2,4-dimethoxy-6-trifluoromethylsulfonyloxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl] ester (204846-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / NaOMe / methanol / 12 h / 120 °C / 30400 Torr

2: 84 percent / EtOOC-N=N-COOEt; PPh₃ / diethyl ether / 5 h

3: 91 percent / pyridine / CH₂Cl₂ / 0 - 25 °C

With pyridine; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In methanol; diethyl ether; dichloromethane; 1: Kolbe-Schmitt reaction / 2: Esterification / 3: Esterification;

DOI:10.1016/S0040-4020(99)00302-6

upstream raw materials:

trifluoromethylsulfonic anhydride

4,6-dimethoxy-2-hydroxybenzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl]ester

3,4-dihydro-2H-pyran

3,5-dimethoxyphenol

Downstream raw materials:

4,6-dimethoxy-2-(propen-1-yl)-benzoic acid (1-methyl-5-oxo-non-8-enyl)ester

4,6-dimethoxy-2-(propen-1-yl)-benzoic acid [4-(2-but-3-enyl-[1,3]dithian-2-yl)-1-methyl-butyl]ester