4792-33-0

Usage

Uses

Used in Fragrance and Flavor Industry:
1(3H)-Isobenzofuranone,4-methoxy-(9CI) is used as a fragrance ingredient in perfumes, cosmetics, and personal care products due to its sweet, floral, and fruity scent. It adds a pleasant aroma to these products, enhancing their appeal to consumers.
Used in Food and Beverage Industry:
In the food and beverage industry, 1(3H)-Isobenzofuranone,4-methoxy-(9CI) is used as a flavoring agent. Its unique aroma and taste profile contribute to the overall flavor profile of various food and drink products, providing a pleasant and enjoyable sensory experience for consumers.
Used in Pharmaceutical and Medicinal Applications:
1(3H)-Isobenzofuranone,4-methoxy-(9CI) has been studied for its potential pharmaceutical and medicinal properties. It has shown anti-inflammatory and antioxidant effects, which could be beneficial in the development of new drugs and treatments for various health conditions. Further research is needed to fully understand its potential applications and effectiveness in this field.

Upstream product

• 139177-22-3 2-[2-(Allyl-dimethyl-silanylmethyl)-3-methoxy-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole 
• 71887-28-0 methyl 2-(bromomethyl)-3-methoxybenzoate 
• 90047-52-2 3-methoxy-o-xylene-α,α'-diol 
• 417704-22-4 1,3-dihydro-4-isobenzo- furanol 
• 1028202-56-3 4-methoxy-1,3-dihydroisobenzofuran 
• 50-00-0 formaldehyd 
• 42981-93-1 3-methoxy-2-methylbenzoic acid methyl ester 
• 55289-06-0 3-methoxy-2-methylbenzoic acid 
• 612-16-8 (2-methoxyphenyl)methanol 
• 124-38-9 carbon dioxide 
• 586-38-9 3-Methoxybenzoic acid 
• 15789-04-5 N,N-diethyl-3-hydroxybenzamide 
• 40812-76-8 3-hydroxybenzoyl chloride 
• 13161-32-5 4-hydroxy-3H-isobenzofuran-1-one 

Downstream Products

• 82-39-3 1-methoxyanthracene-9,10-dione 
• 6407-55-2 1,8-dimethoxy-9,10-anthracenedione 
• 6448-90-4 1,5-dimethoxy-anthraquinone 
• 130506-04-6 1-(2-Bromo-allyl)-3-methoxy-2-methyl-benzene 
• 130506-06-8 1-(2-Bromo-allyl)-2-(3-bromo-but-3-enyl)-3-methoxy-benzene 
• 130506-03-5 7a-(2-Bromo-allyl)-4-methoxy-5,7a-dihydro-3H-isobenzofuran-1-one 
• 147637-24-9 1,3-dihydro-4-methoxy-1-(2-methoxyphenyl)-1-isobenzofuranol 
• 14963-97-4 3-methoxyphthalic acid 
• 90047-52-2 3-methoxy-o-xylene-α,α'-diol 
• 13161-32-5 4-hydroxy-3H-isobenzofuran-1-one 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 
• 130662-53-2 4-methoxy-1,3-dihydro-2-benzofuran-1-ol 
• 80027-52-7 methyl 2-formyl-3-methoxybenzoate 

Relevant academic research and scientific papers

Squaramide-catalyzed asymmetric intramolecular oxa-michael reaction of α,β-unsaturated carbonyls containing benzyl alcohol: Construction of chiral 1-substituted phthalans

Organocatalytic enantioselective intramolecular oxa-Michael reactions of benzyl alcohol bearing α,β-unsaturated carbonyls as Michael acceptors are presented herein. Using cinchona squaramide-based organocatalyst, enones as well as α,βunsaturated esters containing benzyl alcohol provided their corresponding 1,3-dihydroisobenzofuranyl-1-methylene ketones and 1,3-dihydroisobenzofuranyl-1-methylene esters in excellent yields with high enantioselectivities. In addition, enantioenriched 1,3-dihydroisobenzofuranyl-1-methylene ketone could be obtained from the Wittig/oxa-Michael reaction cascade of 1,3-dihydro-2-benzofuran-1-ol.

Organocatalytic enantioselective synthesis of phthalans via Wittig/oxa-Michael cascade reaction

An enantioselective synthetic method for 1-substituted phthalans has been developed. The organocatalytic reaction between 1,3-dihydro-2-benzofuran-1-ols and Wittig reagents using cinchona squaramide-based organocatalyst proceeded with sequential Wittig reaction followed by an enantioselective intramolecular oxa-Michael reaction, yielding enantioenriched phthalans with moderate to good enantioselectivities.

Synthesis of 3-Unsubstituted Phthalides from Aryl Amides and Paraformaldehyde via Ruthenium(II)-Catalyzed C–H Activation

A straightforward and convenient route has been developed for the synthesis of 3-unsubstituted phthalide derivatives from aryl amides and paraformaldehyde by ruthenium(II)-catalyzed C–H activation. The reaction proceeds through tandem ortho-hydroxymethylation of aryl amide and subsequent intramolecular lactonization.

Assessment of the regioselectivity in the condensation reaction of unsymmetrical o-phthaldialdehydes with alanine

One approach for the synthesis of isoindolinones, a privileged bioactive heterocyclic core structure, involves a condensation reaction of o-phthaldialdehydes with a suitable nitrogen-containing nucleophile. This fascinating reaction is revisited here in the context of the use of o-phthaldialdehydes that contain additional substituents in the aromatic ring leading to a detailed analysis of the regioselectivity of the reaction. Eleven monosubstituted o-phthaldialdehydes were synthesised and reacted with alanine. The regioselectivity observed across the eleven substrates led to the design of a disubstituted substrate that reacted with very high control. A gram-scale reaction followed by esterification gave one major regioisomer in high yield. In addition, the regioselectivity observed on reaction of two novel monodeuterated substrates led to an increased mechanistic understanding.

Visible light mediated oxidation of benzylic sp3 C-H bonds using catalytic 1,4-hydroquinone, or its biorenewable glucoside, arbutin, as a pre-oxidant

Benzylic ethers undergo a visible light induced C-H activation and oxygen insertion to give the corresponding benzoate esters in moderate to good yields. The conditions employ substoichiometric amounts of 1,4-hydroquinone with copper(ii) chloride dihydrate as an electron-transfer mediator, oxygen as the terminal oxidant and dimethyl carbonate as solvent under visible light irradiation. The naturally occurring glucoside, arbutin, which is commercially available or can be accessed via extraction of the leaves of bearberry (Arctostaphylos uva-ursi) or elephant ears (Bergenia crassifolia) can be used as a biorenewable source of 1,4-hydroquinone. The methodology exploits the increase in oxidizing ability of quinones upon irradiation with visible light, and offers a sustainable alternative for the late stage oxidative functionalization of benzylic C-H bonds. It is applicable to a range of cyclic benzylic ethers such as isochromans and phthalans, and simple benzyl alkyl ethers. It can also be applied in the oxidation of benzylic amines into amides, and of diarylmethanes into the corresponding ketones. Mechanistic studies suggest that the reaction proceeds by H-abstraction by the photo-excited triplet benzoquinone to give a benzylic radical that subsequently reacts with molecular oxygen.

Incorporation of carbon dioxide into phthalides: Via ligand-free copper-catalyzed direct carboxylation of benzoxasiloles

The direct carboxylation of benzoxasiloles with carbon dioxide proceeded smoothly under mild conditions using copper iodide as a catalyst to afford phthalides after an acid work-up. Broad substrate scope and application of this methodology for the synthesis of natural products highlight the synthetic utility of this protocol.

Regiocontrolled rearrangement of isobenzofurans

Regioselective alkylation and oxidative rearrangement of isobenzofurans has been achieved to generate substituted 4,8- ihydroxyisochromanones in good yields and with complete regiocontrol.

7-Methoxy-3-nitro-2-naphthalenemethanol - A new phototrigger for caging applications

Synthesis, photochemistry and photorelease properties of 7-methoxy-3-nitro-2-naphthalenemethanol (MNNM) are described. Photoirradiation (≥370 nm) of MNNM covalently linked to hippuric acid causes efficient release (～90%) of hippuric acid.

PHTHALAZINONE DERIVATIVES

A compound of the formula (I): wherein: A and B together represent an optionally substituted, fused aromatic ring; X and Y are selected from CH and CH, CF and CH, CH and CF and N and CH respectively; RC is selected from H, C1-4 alkyl

Bioavailable diacylhydrazine ligands for modulating the expression of exogenous genes via an ecdysone receptor complex

The present invention relates to non-steroidal ligands for use in nuclear receptor-based inducible gene expression system, and a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene.