112-89-0Relevant articles and documents
A simple and cost effective synthesis of 3,11-dimethylnonacosan-2-one, a female sex pheromone of the German cockroach
Ahn, Kwang-Chan,Jung, Jae-Chul,Park, Oee-Sook
, p. 751 - 757 (2006)
A convenient synthesis of 3,11-dimethylnonacosan-2-one (1) is described. Our strategy involves the use of well known C-alkylation and ethyl acetoacetate synthesis reactions as key steps. We expect that this method will prove to be useful for large scale preparation of 1 and modification of dimethylnonacosanones.
Direct transformation of sterically less hindered silyl ethers to the corresponding bromides with inversion of configuration
Tanaka, Akira,Oritani, Takayuki
, p. 7223 - 7224 (1997)
The phosphonium salt 2, generated by adding 2,4,4,6-tetrabromo-2,5-cyclohexadienone1 to triphenylphosphine in CH3CN-THF or 1,2-dichloroethane converted sterically less congested silyl ethers directly to the corresponding bromides in high yields.
Polyunsaturated nitroalkanes and nitro-substituted fatty acids
Easton,Xia,Pitt,Ferrante,Poulos,Rathjen
, p. 451 - 457 (2001)
Nitroalkanes 4 are readily prepared from naturally derived polyunsaturated fatty alcohols 1 via succesive conversion to the corresponding haloalkanes 2 and 3, and reaction with silver nitrite. Reaction of nitroalkanes 4a,b with methyl acrylate, followed by ester hydrolysis, affords nitro-substituted fatty acids 6a,b and 8a,b. Oxidation of alcohols 1a,b gives the corresponding aldehydes 9a,b, which react by Henry condensation with nitromethane to give β-hydroxynitroalkanes 10a,b.
A mild and efficient method for converting alcohols and tetrahydropyranyl ethers to bromides with inversion of configuration
Tanaka, Akira,Oritani, Takayuki
, p. 1955 - 1956 (1997)
Bromotriphenylphosphonium salt 2, generated by adding 2,4,4,6-tetrabromo-2,5-cyclohexamenone (1) to triphenylphosphine in CH2Cl2 or CH2CN converted alcohols and tetrahydropyranyl ethers to the corresponding bromides in high yields.
Synthesis of Phosphonic Acid Ligands for Nanocrystal Surface Functionalization and Solution Processed Memristors
De Roo, Jonathan,Zhou, Zimu,Wang, Jiaying,Deblock, Loren,Crosby, Alfred J.,Owen, Jonathan S.,Nonnenmann, Stephen S.
, p. 8034 - 8039 (2018/10/25)
Here, we synthesized 2-ethylhexyl, 2-hexyldecyl, 2-[2-(2-methoxyethoxy)ethoxy]ethyl, oleyl, and n-octadecyl phosphonic acid and used them to functionalize CdSe and HfO2 nanocrystals. In contrast to branched carboxylic acids, postsynthetic surface functionalization of CdSe and HfO2 nanocrystals was readily achieved with branched phosphonic acids. Phosphonic acid capped HfO2 nanocrystals were subsequently evaluated as memristors using conductive atomic force microscopy. We found that 2-ethylhexyl phosphonic acid is a superior ligand, combining a high colloidal stability with a compact ligand shell that results in a record-low operating voltage that is promising for application in flexible electronics.
Prenylflavonoids and prenyl/alkyl-phloroacetophenones: Synthesis and antitumour biological evaluation
Basabe,De Román,Marcos,Diez,Blanco,Bodero,Mollinedo,Sierra,Urones
experimental part, p. 4258 - 4269 (2010/10/01)
Several prenylflavonoids have been synthesised and tested against human tumour cell lines. The prenyl unit has been geranyl or a labdane diterpene. These labdane-flavonoids have been synthesised for the first time. The antitumour activity increase with the prenylation at C-8 position. Twenty-three C and O-prenylated acylphloroglucinols have been synthesised as well. In this case the C-alkylation products have resulted, in general, more active.
Hypocholesterolemic activity of hesperetin derivatives
Jeong, Tae-Sook,Kim, Eun Eai,Lee, Chul-Ho,Oh, Jung-Hoon,Moon, Surk-Sik,Lee, Woo Song,Oh, Goo-Taeg,Lee, Sangku,Bok, Song-Hae
, p. 2663 - 2665 (2007/10/03)
Hesperetin ester and ether derivatives possessing a long alkyl chain were synthesized for examining their hypocholesterolemic activities in high cholesterol-fed mice. Hesperetin 7-O-lauryl ether (4b) and hesperetin 7-O-oleyl ether (4e) exhibited strong cholesterol-lowering effects.
Anti-cancer nitro- and thia-fatty acids
-
, (2008/06/13)
The present invention relates to pharmaceutical compositions comprising, as an anti-cancer agent: (a) one or more compounds having the formula NO2-A-B, wherein A is a saturated or unsaturated hydrocarbon chain of 14-26 double bonds, and B is (CH2)m(COOH)n in which n is a integer from 0 to 2 and m is an integer from 0 to 2; or a derivative thereof in which the hydrocarbon chain has one or more than one substitution selected from the group consisting of hydroxy, hydroperoxy, epoxy and peroxy; (b) one or more compounds selected from polyunsaturated fatty acids (PUFA's) having a 16 to 26 carbon atom chain and 3 to 16 double bonds, and wherein the PUFA is covalently coupled at the carboxylic acid group to an amino acid selected from glycine and aspartic acid; (c) one or more compounds selected from unsaturated fatty acids having an 18 to 25 carbon atom chain and 1 to 6 double bonds and wherein the fatty acid has one or two beta-oxa, gamma-oxa, beta-thia, gamma-thia substitutions: or (d) one or more compounds having formula (I) wherein A' is a saturated or unsaturated hydrocarbon chain of 9-26 carbon atoms, X is oxygen or is absent and B' is (CH2)J(COOH)k in which j is an integer from 1 to 3 and K is 0 or 1; or a derivative thereof in which the hydrocarbon chain has one or more than one substitution selected from the group consisting of hydroxy, hydroperoxy, epoxy and peroxy; and a pharmaceutically acceptable carrier or diluent.
Syntheses of long-chain quaternary ammonium salts from fatty alcohols by microwave irradiation
Jiang,Hu,Pang,Yuan
, p. 847 - 850 (2007/10/03)
The phase-transfer catalysts, long-chain quaternary ammonium salts, were rapidly synthesized from fatty alcohols by the reactions with hydrogen halides in the presence of trialkyl amines under microwave irradiation. The catalysts could be widely applied in a variety of quick and new organic reactions, whether by conventional heating or under microwave irradiation. The reaction efficiencies under microwave irradiation were higher than those obtained with conventional heating.
A New and Efficient One-Pot Preparation of Alkyl Halides From Alcohols
Camps, Francisco,Gasol, Vicens,Guerrero, Angel
, p. 511 - 512 (2007/10/02)
Primary alkanols and 2-alkenols are converted into the corresponding halides in high yield by a one-pot, two-step reaction via transformation into intermediate trifluoroacetates followed by nucleophilic substitution with lithium halides.
