88920-24-5

Usage

Uses

Used in Pharmaceutical Industry:
(4-Methoxybenzyloxy)acetic acid is used as a synthetic intermediate for the development of new drugs, leveraging its ability to form more complex molecular structures that can exhibit therapeutic effects.
Used in Agrochemical Industry:
(4-Methoxybenzyloxy)acetic acid is utilized as a precursor in the synthesis of agrochemicals, contributing to the creation of compounds that can enhance crop protection and yield.
Used in Organic Synthesis:
(4-Methoxybenzyloxy)acetic acid is employed as a key component in various organic reactions, facilitating the formation of a wide range of chemical products through its reactive functional groups.
Used in Research and Development:
(4-Methoxybenzyloxy)acetic acid is applied in research settings to explore its potential biological activity, providing insights into its interactions with biological systems and its possible applications in medicine and agriculture.

InChI:InChI=1/C10H12O4/c1-13-9-4-2-8(3-5-9)6-14-7-10(11)12/h2-5H,6-7H2,1H3,(H,11,12)

Upstream product

• 38233-96-4 ethyl 2-hydroxyacetate sodium salt 
• 824-94-2 p-methoxybenzyl chloride 
• 79-08-3 bromoacetic acid 
• 105-13-5 4-Methoxybenzyl alcohol 
• 105-36-2 ethyl bromoacetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 623-50-7 ethyl 2-hydroxyacetate 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 
• 79-14-1 glycolic Acid 
• 79-11-8 chloroacetic acid 

Downstream Products

• 165817-35-6 (4-Methoxy-benzyloxy)-acetic acid (S)-1-((S)-1-benzyloxy-ethyl)-allyl ester 
• 220802-94-8 (4-Methoxy-benzyloxy)-acetic acid (1S,5S,6S)-6-(tert-butyl-dimethyl-silanyloxy)-5-(3-methoxy-benzyloxy)-cyclohex-2-enyl ester 
• 267642-31-9 (E)-4-(phenylmethoxy)but-2-enyl 2-[(4-methoxyphenyl)methoxy]acetate 
• 287400-43-5 (4-methoxy-benzyloxy)-acetic acid 2-(tert-butyl-diphenyl-silanyloxymethyl)-4-[(4-methoxy-benzyloxy)-acetoxy]-5-methyl-3,4-dihydro-2H-pyran-3-yl ester 
• 265666-18-0 (1S,2'S,4'R,6'R)-[6'-{2-hydroxy-1-[2-(4-methoxybenzyloxy)-acetylamino]-ethyl}-4'-(triisopropylsilanyloxy)-tetrahydropyran-2'-yl]-acetic acid ethyl ester 
• 306976-03-4 (4-Methoxy-benzyloxy)-acetic acid (E)-1-(1-ethoxy-vinyl)-hex-2-enyl ester 
• 191731-32-5 N-methoxy-2-(4-methoxy-benzyloxy)-N-methyl-acetamide 
• 396092-23-2 (4R,9S,2E,6Z)-9,10-(dimethylmethylene)dioxy-6-methyldeca-2,6-dien-4-yl 2-(4-methoxybenzyloxy)acetate 
• 851759-72-3 (E)-(4S)-2-(dimethylphenylsilanyl)-2-penten-4-yl (4-methoxy-benzyloxy)acetate 
• 851759-64-3 (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester 
• 882424-52-4 (S)-1-((2S,6S)-6-allyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylallyl 2-(4-methoxybenzyloxy)acetate 
• 851760-00-4 (E)-(2R,3R)-3-(dimethyl-phenyl-silanyl)-2-(4-methoxy-benzyloxy)-3-methyl-hex-4-enoic acid 
• 851759-73-4 (E)-(2S,3R)-3-(dimethyl-phenyl-silanyl)-2-(4-methoxy-benzyloxy)-3-methyl-hex-4-enoic acid 
• 851759-65-4 (E)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-(4-methoxy-benzyloxy)-3-methyl-hex-4-enoic acid 

Relevant academic research and scientific papers

Synthesis of a new lactenediyne scaffold equipped with three handles

A new lactenediyne scaffold endowed with three attachment points for substituents (handles) was synthesized. This scaffold was designed in order to be used to prepare libraries of compounds possessing a tethered nucleophile, an activating substituent, and DNA-complexing substructures.

Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival

The scalable synthesis of the oxaquinolizidine marine natural product desmethylxestospongin B is based on the early application of Ireland–Claisen rearrangement, macrolactamization, and a late-stage installation of the oxaquinolizidine units by lactam reduction. The synthesis serves as the source of material to investigate calcium signaling and its effect on mitochondrial metabolism in various cell types, including cancer cells.

An RCM-Based Total Synthesis of the Antibiotic Disciformycin B

The total synthesis of the potent new antibiotic disciformycin B (2) is described, which shows significant activity against methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA/VRSA) strains. The synthetic route is based on macrocyclization o

Total Synthesis of Pericoannosin A

The first total synthesis of pericoannosin A (1) containing 15 steps in the longest linear sequence with an overall yield of 5.5% is reported. The hybrid peptide-polyketide was isolated from the endophytic fungus Periconia sp. F-31 and bears a unique tric

Discovery of 1,4-Benzodiazepine-2,5-dione (BZD) Derivatives as Dual Nucleotide Binding Oligomerization Domain Containing 1/2 (NOD1/NOD2) Antagonists Sensitizing Paclitaxel (PTX) to Suppress Lewis Lung Carcinoma (LLC) Growth in Vivo

Nucleotide-binding oligomerization domain-like receptors (NLRs) are intracellular sensors of pathogen-Associated molecular patterns (PAMPs) and damage-Associated molecular patterns (DAMPs). Previously, we reported nucleotide-binding oligomerization domain-containing protein 1 (NOD1) antagonists (11, 12) and a NOD2 antagonist (9) that sensitized docetaxel (DTX) or paclitaxel (PTX) treatment for breast or lung cancer. In this article, we describe for the first time a 1,4-benzodiazepine-2,5-dione (BZD) derivative (26bh) that acts as a dual NOD1/NOD2 antagonist and inhibits both nuclear factor B (NF-B) and mitogen-Activated protein kinase (MAPK) inflammatory signaling, thereby sensitizing PTX to suppress Lewis lung carcinoma (LLC) growth. After investigation of the compound's cytotoxicity, a systematic structure-Activity relationship (SAR) was completed and revealed several key factors that were necessary to maintain antagonistic ability. This study establishes the possibility for using adjuvant treatment to combat cancer by antagonizing both NOD1 and NOD2 signaling.

SGC STIMULATORS

Compounds of Formulae (I') and (I) are described, which are useful as stimulators of sGC, particularly NO-independent, heme-dependent stimulators. These compounds are also useful for treating, preventing or managing various disorders that are herein disclosed.

Biomimetic synthesis, antibacterial activity and structure-activity properties of the pyroglutamate core of oxazolomycin

Biomimetic intramolecular aldol reactions on oxazolidine templates derived from serine may be used to generate densely functionalised pyroglutamates, which are simpler mimics of the right hand side of oxazolomycin. Some of the compounds from this sequence exhibit in vivo activity against S. aureus and E. coli, suggesting that pyroglutamate scaffolds may be useful templates for the development of novel antibacterials, and cheminformatic analysis has been used to provide some structure-activity data.

Toward a total synthesis of divergolide A; Synthesis of the amido hydro- Quinone core and the C10-C15 fragment

A ring-closing metathesis (RCM) approach was envisioned for installing the E double bond at the C9 and C10 positions of divergolide A, isolated from a mangrove endophyte. Accordingly, the C10-C15 diene diol fragment and the amido hydroquinone core with the requisite functionalities and stereochemistry have been synthesized by using the norephedrine-based syn-selective glycolate aldol and the anti-selective aldol reactions, respectively. CuI-catalyzed amidation was employed to access the anilide intermediate, which was further transformed into the amido hydroquinone core. Copyright

[3,3]-sigmatropic rearrangement/5-exo-dig cyclization reactions of benzyl alkynyl ethers: Synthesis of substituted 2-indanones and indenes

Substituted benzyl alkynyl ethers, prepared from the corresponding α-alkoxy ketones in a two-step sequence involving enol triflate formation and KOtBu-induced E2 elimination, undergo [3,3]-sigmatropic rearrangement/ intramolecular 5-exo-dig cyclization at 60 °C to form substituted 2-indanones in good overall yields. 1,3-cis-Disubstituted-2-indanones are formed preferentially when the benzylic substituent R1 is bulky. Substituted indenes may be prepared from 2-indanones in high yields by Horner-Wadsworth-Emmons reaction.

Practical preparation of benzyloxyacetic acids

An efficient and practical method for the preparation of benzyloxyacetic acids is described. The procedure involves the reaction of readily available chloroacetic acid with benzyl alcohol in the presence of powdered KOH providing a safer alternative to the known literature procedures, which completely eliminates the use of pyrophoric bases such as sodium hydride and sodium metal.