75501-54-1

Basic information

• Product Name: 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid
• Synonyms: 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid
• CAS NO: 75501-54-1
• Molecular Weight: 224.213
• Mol File: 75501-54-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid(75501-54-1)
• EPA Substance Registry System: 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid(75501-54-1)

Safety Data

• Hazardous Substances Data: 75501-54-1(Hazardous Substances Data)

Usage

Chemical compound

4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoic Acid (ferulic acid)

Type

Hydroxycinnamic acid

Sources

Found in various plant sources, including fruits, vegetables, and grains

Properties

Antioxidant, anti-inflammatory, antimicrobial

Health benefits

Potential protection against certain types of cancer, heart disease, and diabetes

Applications

Used in medical and cosmetic products, as a food additive and preservative

Upstream product

• 108-30-5 succinic acid anhydride 
• 150-78-7 1,4-dimethoxybezene 
• 1084-74-8 3-(2,5-dimethoxybenzoyl)propionic acid 
• 59701-66-5 Methyl 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoate 
• 29493-06-9 4-Methoxyphenyl Hydrogen Succinate 
• 150-76-5 4-methoxy-phenol 
• 59701-65-4 4-(2,5-dihydroxyphenyl)-4-oxobutanoic acid 

Downstream Products

• 858456-81-2 8-benzyloxy-5-methoxy-4-methyl-1,2-dihydro-naphthalene 
• 857997-22-9 5-benzyloxy-8-methoxy-1-methyl-3,4-dihydro-1H-naphthalen-2-one 
• 87392-60-7 (+/-)-sarubicin A (U-58,431) 
• 87338-26-9 4-(3-Bromo-2-hydroxy-5-methoxy-phenyl)-butyric acid 
• 87338-25-8 4-(3-Bromo-2-hydroxy-5-methoxy-phenyl)-4-oxo-butyric acid 
• 59701-66-5 Methyl 4-(2-Hydroxy-5-methoxyphenyl)-4-oxobutanoate 
• 55953-85-0 4-(2-hydroxy-5-methoxy-phenyl)-butyric acid 
• 133414-51-4 6-Methoxy-10,10a-dihydro-1H,3H-9-oxa-3,4-diaza-phenanthren-2-one 
• 75501-55-2 5-(2'-acetoxy-5'-methoxyphenyl)-2(3H)-furanone 

Relevant articles and documents

Formal total synthesis of (+)-diepoxin σ

The highly oxygenated antifungal anticancer natural product (±)-diepoxin σ was prepared in 10 steps and in 15% overall yield from O-methylnaphthazarin. Highlights of the synthetic work include an Ullmann coupling and a possibly biomimetic oxidative spirocyclization for the introduction of the naphthalene ketal as well as the use of a retro-Diels-Alder reaction to unmask the reactive enone moiety in the naphthoquinone bisepoxide ring system. A novel highly bulky chiral binaphthol ligand was developed for a boron-mediated Diels-Alder reaction that constitutes a formal asymmetric total synthesis of (+)-diepoxin σ.

Photochemical Versus Aluminium Chloride-Catalyzed Fries Rearrangement of Aryl Hydrogen Succinates. Synthesis of 2(3H)-Furanones

The photochemical and aluminium chloride-catalyzed Fries rearrangement of a series of aryl hydrogen succinates 3 a-f to the corresponding 4-oxoacids 1 a-f are compared.Both approaches are complementary: the photochemical process is more general and becomes the method of choice for the succinoylation of phenols supporting alkoxy or hydroxy substituents, while the classical rearrangement is superior in the presence of alkyl or halogen substituents.These results are applied to the preparation of the 2(3H)-furanones 2 a-f. - Keywords: Fries rearrangement; Photo-Fries rearrangement; Aryl hydrogen succinates; 4-Oxoacids; 2(3H)-Furanones.

Indirect Hidroquinone Succinoylation via a Photo-Fries Rearrangement. Application to the Synthesis of Enol Lactones

A photo-Fries rearrangement of hydroquinone succinates is the key step that allows the preparation of some γ-aryl enol lactones by dehydration of the corresponding aroyl propinoic acids.