90536-63-3

Basic information

• Product Name: 2,4-dihydroxy-3,5-dimethylbenzoic acid
• Synonyms: 2,4-dihydroxy-3,5-dimethylbenzoic acid
• CAS NO: 90536-63-3
• Molecular Weight: 182.176
• Mol File: 90536-63-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4-dihydroxy-3,5-dimethylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dihydroxy-3,5-dimethylbenzoic acid(90536-63-3)
• EPA Substance Registry System: 2,4-dihydroxy-3,5-dimethylbenzoic acid(90536-63-3)

Safety Data

• Hazardous Substances Data: 90536-63-3(Hazardous Substances Data)

Upstream product

• 90536-32-6 2,4-dihydroxy-3,5-dimethylbenzaldehyde 
• 634-65-1 2,4-dimethylbenzene-1,3-diol 
• 608-25-3 2-methylbenzene-1,3-diol 
• 6248-20-0 2,4-dihydroxy-3-methylbenzaldehyde 
• 298-14-6 potassium hydrogencarbonate 

Downstream Products

• 267001-61-6 methyl 2,4-dihydroxy-3,5-dimethylbenzoate 

Relevant articles and documents

Bypassing Biocatalytic Substrate Limitations in Oxidative Dearomatization Reactions by Transient Substrate Mimicking

Enzymatic oxidative dearomatization is an efficient way to generate chiral molecules from simple arenes. One example is the flavin-dependent monooxygenase SorbC involved in sorbicillinoid biosynthesis. However, SorbC requires a long-chain keto substituent at its phenolic substrate, thus preventing its application beyond the synthesis of natural sorbicillinoids or close structural analogues. This work describes an approach to broaden the accessible product spectrum of SorbC by employing an ester functionality mimicking the natural substrate structure during enzymatic oxidation.

Biomimetic Total Synthesis of Bisorbicillinol, Bisorbibutenolide, Trichodimerol, and Designed Analogues of the Bisorbicillinoids

The bisorbicillinoids are a growing class of novel natural products endowed with unique biological activity and are associated with fascinating hypotheses for their biosynthesis. A full account of our biomimetic explorations toward the bisorbicillinoids including the total syntheses of bisorbicillinol (1), bisorbibutenolide (2), and trichodimerol (4) from sorbicillin (3) is disclosed. Utilizing the novel dimerization reactions discovered and fine-tuned en route to 1 and 4, several analogues of these natural products have been synthesized. Furthermore, studies on the scope of these novel cycloaddition reactions and the isolation of a number of unexpected products along with proposed mechanisms for their formation are reported. These findings add to our knowledge of the largely unexplored chemistry of o-quinols and related aromatic systems.