6555-40-4

Usage

Uses

Used in Pharmaceutical Industry:
6-METHYLSALICYLIC ACID ETHYL ESTER is used as a precursor in the synthesis of various compounds for its potential biological and pharmacological properties, including antimicrobial and anti-inflammatory effects. It aids in the development of new drugs and therapies.
Used in Laboratory Research:
6-METHYLSALICYLIC ACID ETHYL ESTER is used as a research chemical in laboratories for studying its properties and potential applications in various fields, such as medicine and chemical synthesis.
Used in Chemical Synthesis Industry:
6-METHYLSALICYLIC ACID ETHYL ESTER is used as an intermediate in the synthesis of other compounds with pharmaceutical and industrial applications, contributing to the development of new products and processes.

InChI:InChI=1/C10H12O3/c1-3-13-10(12)9-7(2)5-4-6-8(9)11/h4-6,11H,3H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 567-61-3 2-hydroxy-6-methylbenzoic acid 
• 3419-32-7 ethyl 5-methyl-3-oxocyclohexene-4-carboxylate 
• 1801-77-0 oxovanadium(V) ethoxydichloride 
• 113704-19-1 ethyl (E)-2-chloro-3-oxo-6-octenoate 
• 113704-23-7 ethyl 2-chloro-7-methyl-3-oxo-6-octenoate 
• 141-97-9 ethyl acetoacetate 
• 123-73-9 crotonaldehyde 
• 30625-40-2 ethyl (E)-3-oxooct-6-enoate 
• 87-24-1 ethyl 2-methylbenzoate 
• 6520-83-8 ethyl 2-methoxy-6-methylbenzoate 
• 123-73-9 trans-Crotonaldehyde 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 

Downstream Products

• 137644-87-2 ethyl 3--2-hydroxy-6-methylbenzoate 
• 137644-88-3 3-(Butylsulfanyl-ethoxycarbonyl-methyl)-6-hydroxy-2-methyl-benzoic acid ethyl ester 
• 567-61-3 2-hydroxy-6-methylbenzoic acid 
• 6520-83-8 ethyl 2-methoxy-6-methylbenzoate 
• 109987-14-6 2-Acetyloxy-6-methylbenzoesaeureethylester 
• 252567-48-9 ethyl 2-O-BOC-6-methylsalicylate 
• 252567-42-3 tert-butyl 3-(2-hydroxy-6-methylphenyl)-3-oxopropanoate 
• 29922-52-9 2-hydroxymethyl-3-methylphenol 
• 863676-78-2 6-chloro-3-cyano-7-methoxyphthalide 
• 863676-75-9 ethyl 3-chloro-2-methoxy-6-methylbenzoate 
• 863676-76-0 ethyl 3-chloro-2-methoxy-6-dibromomethylbenzoate 
• 863676-81-7 methyl 9-chloro-6-hydroxy-8-methoxybenz[a]anthracene-7,12-dione-2-carboxylate 
• 863676-82-8 methyl 9-chloro-6,8-dihydroxy-benz[a]anthracene-7,12-dione-2-carboxylate 
• 863676-80-6 methyl 9-chloro-6-hydroxy-8-methoxy-1,2,3,4-tetrahydrobenz[a]anthracene-7,12-dione-2-carboxylate 

Relevant academic research and scientific papers

Pd(OAc)2-catalyzed orthogonal synthesis of 2-hydroxybenzoates and substituted cyclohexanones from acyclic unsaturated 1,3-carbonyl compounds

A Pd-catalyzed orthogonal synthesis of substituted 2-hydroxybenzoates and substituted cyclohexanones was developed for the first time. The substituted 2-hydroxybenzoates were obtained from acyclic unsaturated 1,3-carbonyl compounds using a combination of catalytic Pd(OAc)2 and Cu(OAc)2. On the other hand, the substituted cyclohexanones were produced from similar substrates via catalytic Pd(OAc)2 and hydrogen chloride. Each transformation was clean, easy to work up, provided the desired compounds in good purities, and did not require column chromatography purification.

Ruthenium(II)-catalyzed synthesis of hydroxylated arenes with ester as an effective directing group

An unprecedented Ru(II) catalyzed ortho-hydroxylation has been developed for the facile synthesis of a variety of multifunctionalized arenes from easily accessible ethyl benzoates with ester as an efficient directing group. Both the TFA/TFAA cosolvent system and oxidants serve as the critical success factors in this transformation. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

Enediyne antitumor antibiotic maduropeptin biosynthesis featuring a C-methyltransferase that acts on a COA-Tethered aromatic substrate

The enediyne antitumor antibiotic maduropeptin (MDP) is produced by Actinomadura madurae ATCC 39144. The biosynthetic pathway for the 3,6-dimethylsalicylic acid moiety of the MDP chromophore is proposed to be comprised of four enzymes: MdpB, MdpB1, MdpB2, and MdpB3. Based on the previously characterized biosynthesis of the naphthoic acid moiety of neocarzinostatin (NCS), we expected a biosynthetic pathway featuring carboxylic acid activation by the MdpB2 CoA ligase immediately before its coupling to an enediyne core intermediate. Surprisingly, the MDP aromatic acid biosynthetic pathway employs an unusual logic in which MdpB2-catalyzed CoA activation occurs before MdpB1-catalyzed C-methylation, demonstrating that MdpB1 is apparently unique in its ability to C-methylate a CoA-tethered aromatic acid. MdpB2 is a promiscuous CoA ligase capable of activating a variety of salicylic acid analogues, a property that could be potentially exploited to engineer MDP analogues.

The total synthesis of coleophomones B, C, and D

Members of the coleophomone family of natural products all possess several intriguing and challenging architectural features, as well as exhibit unusual biological activity. They, therefore, constitute attractive targets for synthesis. In this Article, we describe the total synthesis of coleophomones B (2), C (3), and D (4). The highly strained and congested 11-membered macrocycle of coleophomones B (2) and C (3) was constructed using an impressive olefin metathesis reaction. Furthermore, both of the requisite geometric isomers of the Δ within the macrocycle could be accessed from a common precursor, facilitating a divergence that lent the coleophomone B (2)/C (3) synthesis an unusually high degree of efficiency. The synthesis of coleophomone D (4) confirmed that it exists as a dynamic mixture of isomeric forms with a different aromatic substitution pattern from the other family members.

A novel synthesis of bromomethoxy disubstituted derivatives of benzocyclobutenone

Flash vacuum pyrolysis of ortho-methyl aromatic acid chlorides has been used to prepare a variety of substituted derivatives of the benzocyclobutenone ring system starting from simple precursors. The significance of the present reaction lies in the fact that the bromine atom present in the aromatic nucleus, remains undisturbed during the high temperature treatment employed in the pyrolysis and forms, a bromomethoxyketone successfully. This is an altogether new approach.

Process for the preparation of 5- and/or 6-substituted-2-hydroxybenzoic acid esters

There is provided a single-step process for the preparation of a compound of formula I. Compounds of formula I are useful as starting materials in the synthesis of natural products and in the manufacture of benzophenone fungicidal agents.

Process for the preparation of 5-and/or 6-substituted-2-hydroxybenzoic acid esters

There is provided a single-step process for the preparation of a compound of formula I. Compounds of formula I are useful as starting materials in the synthesis of natural products and in the manufacture of benzophenone fungicidal agents.

Process for the preparation of 5- and/or 6-substituted-2-hydroxybenzoic acid esters

There is provided a single-step process for the preparation of a compound of formula I. Compounds of formula I are useful as starting materials in the synthesis of natural products and in the manufacture of benzophenone fungicidal agents.

A straightforward entry into polyketide monoprenylated furanocoumarins and pyranocoumarins

A regioselective synthesis of 5-methyl- and 5-ethyl-4- hydroxycoumarin (1b and 1c, respectively) is described. Starting from these compounds, several prenylated polyketide coumarins of limited availability from natural sources and important taxonomic relevance were prepared.

Synthesis of Saturated Anacardic Acids, and Alkenyl and Alkynyl Analogues

The C-alkylation of esters of 2-methoxy-6-methylbenzoic acid and of the 4-methyl isomers affords a route to homologous compounds including in the former case members of the natural anacardic acids from Anacardium occidentale and ω-alkynyl compounds suitable for synthesising other natural phenolic lipids or for structure/activity studies.