Benzoic acid, 2-hydroxy-4-[[2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoyl]oxy]-6-pentyl- , phenylmethyl ester

Base Information

• Chemical Name: Benzoic acid, 2-hydroxy-4-[[2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoyl]oxy]-6-pentyl- , phenylmethyl ester
• CAS No.: 105705-18-8
• Molecular Formula: C32H36O8
• Molecular Weight: 548.633
• Mol file: 105705-18-8.mol

Synonyms:

Chemical Property of Benzoic acid, 2-hydroxy-4-[[2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoyl]oxy]-6-pentyl- , phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 2-hydroxy-4-[[2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoyl]oxy]-6-pentyl- , phenylmethyl ester

There total 9 articles about Benzoic acid, 2-hydroxy-4-[[2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoyl]oxy]-6-pentyl- , phenylmethyl 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: 14.0%

benzyl 2,4-dihydroxy-6-pentylbenzoate (53530-24-8) + 2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoic acid (35583-00-7) → benzyl miriquidate (105705-18-8)

Guidance literature:

With trifluoroacetic anhydride; In toluene; for 2h; Ambient temperature;

Reference yield:

2-bromo-3,5-dimethoxybenzyl chloride (105705-31-5) → benzyl miriquidate (105705-18-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 71 percent / tetrahydrofuran / 1 h / Heating

2: 98 percent / 30percent KOH / ethanol / 4 h / Heating

3: 94 percent / 192 °C

4: SOCl₂ / toluene / 2 h / Heating

5: 61 percent / diethyl ether / 0.25 h / -78 °C

6: 95 percent / p-toluenesulfonic acid / ethanol / 12 h / Ambient temperature

7: 1.) PhLi / 1.) ether, RT, 24 h, 2.) ether, from -78 deg C to RT

8: 75 percent / BCl₃ / CH₂Cl₂ / 1.5 h / -78 - 20 °C

9: 14 percent / trifluoroacetic anhydride / toluene / 2 h / Ambient temperature

With potassium hydroxide; thionyl chloride; boron trichloride; toluene-4-sulfonic acid; phenyllithium; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;

Reference yield:

3-(2-Bromo-3,5-dimethoxy-phenyl)-propionyl chloride (105705-19-9) → benzyl miriquidate (105705-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 61 percent / diethyl ether / 0.25 h / -78 °C

2: 95 percent / p-toluenesulfonic acid / ethanol / 12 h / Ambient temperature

3: 1.) PhLi / 1.) ether, RT, 24 h, 2.) ether, from -78 deg C to RT

4: 75 percent / BCl₃ / CH₂Cl₂ / 1.5 h / -78 - 20 °C

5: 14 percent / trifluoroacetic anhydride / toluene / 2 h / Ambient temperature

With boron trichloride; toluene-4-sulfonic acid; phenyllithium; trifluoroacetic anhydride; In diethyl ether; ethanol; dichloromethane; toluene;

upstream raw materials:

benzyl 2,4-dihydroxy-6-pentylbenzoate

2-hydroxy-4-methoxy-6-(3-oxopentyl)benzoic acid

2-bromo-3,5-dimethoxybenzyl chloride

3-(2-Bromo-3,5-dimethoxy-phenyl)-propionyl chloride

Downstream raw materials:

miriquidic acid

Refernces