51756-07-1

Basic information

• Product Name: 3-Ketopelargonic acid methyl ester
• Synonyms: 3-Ketopelargonic acid methyl ester;3-Oxononanoic acid methyl ester
• CAS NO: 51756-07-1
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25
• Mol File: 51756-07-1.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Ketopelargonic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ketopelargonic acid methyl ester(51756-07-1)
• EPA Substance Registry System: 3-Ketopelargonic acid methyl ester(51756-07-1)

Safety Data

• Hazardous Substances Data: 51756-07-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 764-85-2 Nonanoyl chloride 
• 111-79-5 methyl 2-nonenoate 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 186581-53-3 diazomethane 
• 110-53-2 1-Bromopentane 
• 105-45-3 acetoacetic acid methyl ester 
• 2033-24-1 cycl-isopropylidene malonate 
• 2528-61-2 Heptanoic acid chloride 
• 331672-95-8 1H-1,2,3-benzotriazol-1-yl(n-hexyl)methanone 
• 111-14-8 oenanthic acid 
• 38330-80-2 monomethyl monopotassium malonate 
• 66696-80-8 heptanoyl Meldrum s acid 

Downstream Products

• 40435-57-2 3-oxononanoic acid 
• 111-13-7 hexyl-methyl-ketone 
• 111-14-8 oenanthic acid 
• 927667-88-7 4-(3-bromo-4-fluoro-phenyl)-2-hexyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid methyl ester 
• 694527-88-3 N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl 
• 694528-16-0 3-demethyl-24-O-benzyl-globomycin 
• 742063-00-9 (S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-nonanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid 
• 694528-02-4 N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl 
• 78009-99-1 7-(2-n-hexyl-1,3-dioxolan-2-yl)-n-heptyl-triphenylphosphonium bromide 
• 145401-48-5 sphingofungin F 

Relevant articles and documents

Determination of the Absolute Configurations and Sensory Properties of the Enantiomers of a Homologous Series (C6-C10) of 2-Mercapto-4-alkanones

The enantiomers of a homologous series (C6-C10) of 2-mercapto-4-alkanones were obtained by lipase-catalyzed kinetic resolution of the corresponding racemic 2-acetylthio-4-alkanones. Their configurations were assigned via vibrational circular dichroism and 1H NMR anisotropy based methods. Odor thresholds and odor qualities were determined by capillary gas chromatography-olfactometry using chiral stationary phases. There were minima of the odor thresholds for the chain lengths C7 and C8. Except for chain length C8, the enantiomers of the other homologues showed similar odor thresholds. The odor qualities ranged from pungent (C5) to mushroom (C9 and C10) and were similar to those known for the corresponding 1-alken-3-ones with one less C atom. In contrast to their positional isomers (4-mercapto-2-alkanones), the investigated 2-mercapto-4-alkanones do not meet the requirements of a "tropical olfactophore" (i.e., compounds possessing a 1,3-oxygen-sulfur functionality and specific arrangements of the substituents).

Discovery of a potent nicotinic acid receptor agonist for the treatment of dyslipidemia

Nicotinic acid has been used clinically for decades to control serum lipoproteins. Nicotinic acid lowers very low-density lipoprotein (VLDL)-cholesterol, low-density lipoprotein (LDL)-cholesterol, and lipoprotein-a (LPa), and it is also effective in raising high-density lipoprotein (HDL)-cholesterol. However, nicotinic acid has several side effects in clinical use. The most notable is intense cutaneous vasodilation "flushing"+ on the upper body and face. We discovered a pyranopyrimidinedione series to be nicotinic acid receptor agonists. A potent nicotinic acid receptor agonist from this series {5-(3-cyclopropylpropyl)-2-(difluoromethyl)-3H-pyrano[2,3-d] pyrimidine-4,7-dione}with reduced flushing side effect in dogs was identified.

Substitution of acyl for acetyl with N-acylbenzotriazoles catalyzed by samarium triiodide

Catalyzed by samarium triiodide (SmI3), substitution of acyl with N-acylbenzotriazoles for acetyl in acetoacetic esters and acetylacetone proceeds smoothly under neutral conditions in open air, affording the corresponding β-keto esters and β-diketones in good yields. Copyright Taylor & Francis Group, LLC.