246224-08-8

Basic information

• Product Name: Propanoic acid, 2,2-dimethyl-, 4-formyl-2-methoxyphenyl ester
• CAS NO: 246224-08-8
• Molecular Formula: C13H16O4
• Molecular Weight: 236.268
• Mol File: 246224-08-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2,2-dimethyl-, 4-formyl-2-methoxyphenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2,2-dimethyl-, 4-formyl-2-methoxyphenyl ester(246224-08-8)
• EPA Substance Registry System: Propanoic acid, 2,2-dimethyl-, 4-formyl-2-methoxyphenyl ester(246224-08-8)

Safety Data

• Hazardous Substances Data: 246224-08-8(Hazardous Substances Data)

Upstream product

• 3934-87-0 5-hydroxyvanillin 
• 3282-30-2 pivaloyl chloride 
• 121-33-5 vanillin 

Downstream Products

• 121-33-5 vanillin 
• 443688-02-6 (5Z)-5-(3-methoxy-4-pivaloyloxybenzylidene)-2-thioxoimidazolidin-4-one 
• 875213-62-0 2,2-dimethyl-propionic acid 3-{2-[4-(2,2-dimethyl-propionyloxy)-3-methoxy-phenyl]-7-methoxy-3-vinyl-2,3-dihydro-benzofuran-5-yl}-propyl ester 
• 444106-74-5 polyandrocarpamine A 
• 1023595-24-5 4-formyl-5-iodo-2-methoxyphenyl-2,2-dimethylpropanoate 
• 180713-54-6 3-methoxy-4-(pivaloyloxy)benzyl alcohol 
• 1309671-19-9 4-((1R,2S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-2-methylpent-3-enyl)-2-methoxyphenyl 2,2-dimethylpropanoate 
• 1309671-18-8 4-((1R,2S,E)-1-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy)-2-methylpent-3-enyl)-2-methoxyphenyl 2,2-dimethylpropanoate 
• 92-61-5 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one 
• 51061-83-7 2,4-dihydroxy-5-methoxybenzaldehyde 

Relevant articles and documents

Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation

An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N-aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Br?nsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.

Structure-activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): The side chain benzylic methylene

The side chain benzylic methylene is a critical element for the vanilloid activity of resiniferatoxin (2a, RTX), and introduction of branching, oxygen functions, or isosteric substitution at this center proved detrimental, with a decrease of potency of 2-3 orders of magnitude compared to the natural product. Conversely, only a modest erosion of activity was observed upon α-methylation and α-methylenation of the side chain. Surprisingly, introduction of an iodine atom in the guaiacyl moiety of the oxygen isoster 2h led to an unexpected and remarkable (>1000-fold) increase of potency, affording 2i, a compound that outperforms RTX in terms of vanilloid agonism and represents the first one-digit picomolar ligand of a TRP channel discovered to date.

The isolation and synthesis of polyandrocarpamines A and B. Two new 2-aminoimidazolone compounds from the Fijian ascidian, Polyandrocarpa sp.

Chemical investigation of a Fijian ascidian, Polyandrocarpa sp., has resulted in the isolation of two new 2-aminoimidazolone-derived compounds, polyandrocarpamines A (1) and B (2). The structures of these unique metabolites were determined by the interpretation of spectroscopic data and confirmed by total synthesis. The stereospecific synthesis of 1 was accomplished using aldol condensation chemistry to generate an arylidene thiohydantoin that was subsequently transaminated to yield polyandrocarpamine A. Demethylation of synthetic 1 afforded polyandrocarpamine B. Both the natural product and synthetic polyandrocarpamines were assigned Z geometries about the exocyclic double bond (C-5/C-7) on the basis of 13C/1H long-range coupling constants, which were measured using a gHSQMBC experiment.