83769-04-4

Basic information

• Product Name: 3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester
• Synonyms: 3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester
• CAS NO: 83769-04-4
• Molecular Formula: C12H12O5
• Molecular Weight: 236.22068
• Product Categories: Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 83769-04-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Solubility: DCM, Methanol
• CAS DataBase Reference: 3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester(83769-04-4)
• EPA Substance Registry System: 3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester(83769-04-4)

Safety Data

• Hazardous Substances Data: 83769-04-4(Hazardous Substances Data)

Usage

Uses

3,4-Dihydro-8-hydroxy-3-methyl-1-oxo-1H-2-benzopyran-7-carboxylic Acid Methyl Ester is an intermediate in the biosynthesis of Ochratoxin A (O148490), toxic metabolite from aspergillus orchraceus.

Upstream product

• 885680-12-6 tert-butyldimethyl(pent-4-yn-2-yloxy)silane 
• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 534-17-8 caesium carbonate 
• 75716-69-7 dimethyl 2-hydroxyl-4-methylbenzene-1,3-dicarboxylate 
• 75-07-0 acetaldehyde 
• 885680-13-7 C₁₉H₃₀O₆Si 

Downstream Products

• 344348-28-3 methyl 5-chloro-8-hydroxy-3-methyl-1-oxoisochromane-7-carboxylate 
• 16281-43-9 (+/-)-3,4-dihydro-8-hydroxy-3-methyl-7-isocoumarincarboxylic acid 
• 16281-39-3 5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-(1H)-2-benzopyran-7-carboxylic acid 

Relevant articles and documents

Method for the efficient synthesis of highly-substituted oxetan- and azetidin-, dihydrofuran- and pyrrolidin-3-ones and its application to the synthesis of (±)-pseudodeflectusin

Highly substituted four- and five-membered heterocycles were prepared starting with O,P- and N,P-acetals by using a one-pot method involving base induced cyclization and a Horner-Wadsworth-Emmons (HWE) olefination reaction. Divergent synthesis of various heterocycles was achieved by using this method and transformations of the alkenyl group in the products of these processes were exemplified. Finally, a short and efficient synthesis of (±)- pseudodeflectusin based on the new methodology was achieved.

A new and expedient total synthesis of ochratoxin A and d 5-ochratoxin A

A new total synthesis of the mycotoxin ochratoxin A (OTA) is presented, in which it is prepared in 9% overall yield from commercially available substrates. The key step consists of the condensation reaction between protected L-phenylalanine and 5-chloro-8-hydroxy-3-methyl-1-oxoisochromane-7-carboxylic acid (ochratoxin α, OTα). The same strategy could be successfully applied to L-d5-phenylalanine, leading to the first total synthesis of d5-OTA, a molecular tracer for the detection and analytical quantification of the natural mycotoxin in food samples by means of stable isotope dilution assay (SIDA). Georg Thieme Verlag Stuttgart.

SYNTHESES OF (+)- AND (-)-MELLEIN UTILIZING AN ANNELATION REACTION OF ISOXAZOLES WITH DIMETHYL 3-OXOGLUTARATE

Naturally occurring dihydroisocoumarins, (+)- and (-)-mellein (2 and 3), metabolites of fungals, Cercospora sp. and Aspergillus sp., etc., were synthesized from the isoxazoles (32) and (33) by the annelation reactions with dimethyl 3-oxoglutarate.