29304-40-3

Basic information

• Product Name: 2-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER
• Synonyms: 2-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER
• CAS NO: 29304-40-3
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22
• Mol File: 29304-40-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 213.2°Cat760mmHg
• Flash Point: 82.4°C
• Appearance: /
• Density: 0.967g/cm³
• Vapor Pressure: 0.167mmHg at 25°C
• Refractive Index: 1.424
• CAS DataBase Reference: 2-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER(29304-40-3)
• EPA Substance Registry System: 2-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER(29304-40-3)

Safety Data

• Hazardous Substances Data: 29304-40-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H16O3/c1-4-6-8(10)7(3)9(11)12-5-2/h7H,4-6H2,1-3H3

Upstream product

• 74-83-9 methyl bromide 
• 3249-68-1 ethyl butyroyl acetate 
• 74-88-4 methyl iodide 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 74-96-4 ethyl bromide 
• 32425-99-3 Thioester 
• 141-75-3 butyryl chloride 
• 21382-82-1 (carbethoxyethylidene)triphenylphosphorane 
• 75-03-6 ethyl iodide 
• 18732-55-3 3-methyl-1-(pyrrolidin-1-yl)butane-1-thione 
• 535-11-5 Ethyl 2-bromopropionate 
• 18732-56-4 1-(pyrrolidin-1-yl)hexane-1-thione 
• 15563-45-8 1-thiobenzoylpyrrolidine 
• 66343-95-1 1-(pyrrolidin-1-yl)butane-1-thione 

Downstream Products

• 134694-90-9 5-methyl-6-propyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 589-38-8 n-hexan-3-one 
• 177366-31-3 6-(2-Benzyloxy-ethyl)-5-ethyl-4-hydroxy-3-methyl-pyran-2-one 
• 134332-63-1 Phenoxan 
• 177366-32-4 2-(2-Benzyloxy-ethyl)-3-ethyl-6-methoxy-5-methyl-pyran-4-one 
• 177366-41-5 3-Ethyl-6-methoxy-5-methyl-2-[2-((E)-3-methyl-4-phenyl-but-3-enyl)-4,5-dihydro-oxazol-4-yl]-pyran-4-one 
• 1027322-60-6 (E)-4-Methyl-5-phenyl-pent-4-enoic acid [1-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-2-hydroxy-ethyl]-amide 
• 177366-35-7 (E)-4-Methyl-5-phenyl-pent-4-enoic acid 2-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-2-hydroxy-ethyl ester 
• 177366-36-8 (E)-4-Methyl-5-phenyl-pent-4-enoic acid 2-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-2-oxo-ethyl ester 
• 177366-40-4 (E)-4-Methyl-5-phenyl-pent-4-enoic acid [2-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-ethyl]-amide 

Relevant articles and documents

Asymmetric Aza-Wacker-Type Cyclization of N-Ts Hydrazine-Tethered Tetrasubstituted Olefins: Synthesis of Pyrazolines Bearing One Quaternary or Two Vicinal Stereocenters

We have developed an asymmetric aza-Wacker-type cyclization of N-Ts hydrazine-tethered tetrasubstituted olefins, affording optically active pyrazolines bearing chiral tetrasubstituted carbon stereocenters. This reaction is tolerant to a broad range of substrates under mild reaction conditions, giving the desired chiral products with high enantioselectivities. Generation of two vicinal stereocenters on the C=C double bonds was also achieved with high selectivities, a process which has been rarely studied for Wacker-type reactions. A mechanistic study revealed that this aza-Wacker-type cyclization undergoes a syn-aminopalladation process. It was also found that for substrates bearing two linear alkyl substituents on the outer carbon atom of the olefin, both of which are larger than a methyl group, the alkyl substituent that is cis to the intranucleophilic group participates more readily in β-hydride elimination. When one of the two alkyl substituents on the outer carbon atom of the olefin is a methyl group, β-hydride elimination proceeds selectively at the methylene side, thus both diastereomers can be prepared via switching the configuration of the olefin. Furthermore, the product can be converted to a pharmaceutical compound in high yields over three steps.

Cytotoxic agents and methods of use

Disclosed are compounds that inhibit proteasomic activity in cells. Also disclosed are pharmaceutical compositions comprising such compounds as well as methods to treat conditions, particularly cell proliferative conditions, such as cancer and inflammator

Total synthesis of phenoxan and a related pyrone derivative

Phenoxan, HIV-1 inhibitor isolated from the myxobacteria, has been synthesized in 16 steps starting from ethyl 2-methylacetoacetate. The related isomer corresponding to the oxazole part was also obtained via an orthoester-enediol rearrangement.