3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate

Base Information

• Chemical Name: 3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate
• CAS No.: 861446-21-1
• Molecular Formula: C₁₄H₁₄O₇
• Molecular Weight: 294.261
• Mol file: 861446-21-1.mol

Synonyms:3-acetoxy-5-levulinoxybenzoic acid

Chemical Property of 3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate

Chemical Property:

• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

3-O-Levulinoyl-3,5-dihydroxyBenzoicAcidAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate is a reactant used in the preparation of hydroxylated stilbenes, important antioxidant disease preventative agents, isolated from grape skins and other dietary sources.

Technology Process of 3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate

There total 2 articles about 3-O-Levulinoyl-3,5-dihydroxy Benzoic Acid Acetate 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: 96.0%

levulinic anhydride (40608-06-8) + 3-acetoxy-5-hydroxy-benzoic acid (71094-49-0) → 3-acetoxy-5-levulinoxybenzoic acid (861446-21-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2006.05.065

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → 3-acetoxy-5-levulinoxybenzoic acid (861446-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / NaOH / H₂O / 0.67 h

2: 96 percent / pyridine / CH₂Cl₂ / 3.5 h / 0 - 20 °C

With pyridine; sodium hydroxide; In dichloromethane; water;

DOI:10.1016/j.tetlet.2006.05.065

Reference yield: 45.0%

3-acetoxy-5-levulinoxybenzoic acid (861446-21-1) → 3-acetoxy-5-levulinoxybenzoic chloride (861446-22-2)

Guidance literature:

With 1,2,3-Benzotriazole; thionyl chloride; In dichloromethane; for 0.166667h;

DOI:10.1016/j.tetlet.2006.05.065

upstream raw materials:

levulinic anhydride

3-acetoxy-5-hydroxy-benzoic acid

3,5-Dihydroxybenzoic acid

Downstream raw materials:

3-acetoxy-5-levulinoxybenzoic chloride

(E)-4-(3-acetoxy-5-hydroxystyryl)phenyl acetate

3,4'-diacetoxy-5-levulinoxystilbene

3-acetoxy-4',5-dilevulinoxystilbene

Refernces

• 1、 Andrus, Merritt B.,Liu, Jing. "Synthesis of polyhydroxylated ester analogs of the stilbene resveratrol using decarbonylative Heck couplings". . p. 5811 - 5814. Retrieved 2007/10/03.