90047-52-2

Usage

Natural occurrence

Found in the vanilla bean

Usage

Widely used as a flavoring agent in foods, beverages, and pharmaceuticals

Aroma and taste

Sweet, vanilla-like aroma and taste

Purpose

Enhances the flavor of various products

Additional uses

Production of fragrances and cosmetics

Potential properties

Antioxidant, anti-inflammatory, and antimicrobial

Fields of interest

Medicine and health

Industrial application

Synthesis of various chemicals and pharmaceuticals

Upstream product

• 14963-96-3 3-methoxyphthalic anhydride 
• 526-75-0 2,3-Dimethylphenol 
• 14963-97-4 3-methoxyphthalic acid 
• 130662-47-4 2,3-bis(acetoxymethyl)anisole 
• 4792-33-0 4-methoxyphthalide 
• 2944-49-2 2,3-dimethylanisole 
• 586-38-9 3-Methoxybenzoic acid 
• 71785-96-1 2,3-bisbromomethylanisole 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 
• 50-00-0 formaldehyd 
• 99-06-9 3-Carboxyphenol 
• 71887-28-0 methyl 2-(bromomethyl)-3-methoxybenzoate 
• 42981-93-1 3-methoxy-2-methylbenzoic acid methyl ester 
• 55289-06-0 3-methoxy-2-methylbenzoic acid 

Downstream Products

• 4792-33-0 4-methoxyphthalide 
• 28281-58-5 7-methoxyisobenzofuran-1(3H)-one 
• 90047-44-2 3-methoxy-1,2-bis(chloromethyl)benzene 
• 189166-70-9 [2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-phenyl]-methanol 
• 180461-61-4 3-methoxy phthalaldehyde 
• 90047-45-3 3-methoxy-1,2-bis-(cyanomethyl)benzene 
• 189166-81-2 Benzoic acid (1S,2S,9R,10R,13S)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 189166-82-3 Benzoic acid (1R,2R,9S,10S,13R)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 189166-72-1 [5-(tert-Butyl-dimethyl-silanyloxymethyl)-4,6,6-trimethyl-cyclohexa-1,4-dienyl]-[2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-phenyl]-methanol 

Relevant academic research and scientific papers

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.

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.

Inhibitors of phenylalanine ammonia-lyase: Substituted derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid

Six derivatives of 2-aminoindane-2-phosphonic acid and 1-aminobenzylphosphonic acid were synthesized. The compounds were tested both as inhibitors of buckwheat phenylalanine ammonia-lyase (in vitro) and as inhibitors of anthocyanin biosynthesis (in vivo). (±)-2-Amino-4-bromoindane-2-phosphonic acid was found to be the strongest inhibitor from investigated compounds. The results obtained are a basis for design of phenylalanine ammonia-lyase inhibitors useful in the enzyme structure studies in photo labelling experiments.

INDOLYLMALEIMIDE DERIVATIVES

A compound of formula (I) wherein R, R1, and R2, ring A and ring B are as defined in the specification, processes for their production, their uses, in particular in transplantation, and pharmaceutical compositions containing them.

WATER-SOLUBLE TRIAZOLE FUNGICIDE

A triazole compound of the general formula (I) or a pharmacologically acceptable salt thereof: [wherein,X represents a group of formula X-OH which has antifungal activity,L represents a -(adjacently substituted C6-C10 aryl)-CH2-group and the like, andR represents a -P(=O) (OH)2 group and the like.

A practical 'one-pot' synthesis of ethyl isoquinoline-3-carboxylate by domino reactions: A potential entry to constrained nonproteogenic amino acid derivatives

Two simple and efficient 'one-pot' preparations of isoquinoline-3-carboxylates by domino reactions using phthalaldehydes and imidate (route A) or diethyl aminomalonate (route B) are described. The third route involves the use of ethyl glycinate, aminoacet

THE SELECTIVE BENZYLIC BROMINATION OF o-XYLENES. A USEFUL SYNTHESIS OF PHTHALIDES

The free radical bromination of aryl methyl groups can be controlled by the strategic positioning of a remote stereo-electronic blocking group on the aryl ring.This tactic leads to the efficient synthesis of selectively benzylically brominated molecules which are useful synthetic intermediates.This methodology has been applied to the synthesis of some phthalides.

Development of an affinity ligand for purification of α2-adrenoceptors from human platelet membranes

Human platelets contain α2-adrenoceptors which are negatively coupled to the enzyme adenylate cyclase. In order to better understand the interaction of this subtype of α receptor with this key enzyme, we have initiated a program to isolate and

Allyloxy- and allylthio-2,3,4,5-tetrahydro-1H-3-benzazepines

A series of allyloxy- and allylthio-2,3,4,5-tetrahydro-1H-3-benzazepines has been prepared and found to have utility as α2 -antagonists and as intermediates for preparing α2 -adrenergic affinity resins.