- Racemic and optically active 2-methoxy-4-oxatetradecanoic acids: Novel synthetic fatty acids with selective antifungal properties
-
The unprecedented (±)-2-methoxy-4-oxatetradecanoic acid and the optically pure (S)-2-methoxy-4-oxatetradecanoic acid were synthesized in six steps and in 11-14% overall yields starting with either 1,2-O-isopropylidene- rac-glycerol or 1,2-O-isopropylidene-(S)-glycerol. The key step in the synthesis was the selective monosilylation of a dibutylstannylene intermediate. The title compounds displayed selective fungitoxicity in the range of 0.08-0.22 mM against Cryptococcus neoformans ATCC 66031 and Aspergillus niger ATCC 16404, but no significant activity against C. albicans ATCC 14053 and ATCC 60193 (>2.6 mM). Albeit being good substrates for N-myristoyltransferases (NMTs), the racemic and the S-enantiomer of the oxygenated 2-methoxylated compounds showed no significant difference in antifungal activity. This finding suggests an alternative mechanism of fungitoxicity other than NMT inhibition.
- Carballeira, Nestor M.,O'Neill, Rosann,Parang, Keykavous
-
-
Read Online
- A novel regioselective desulfation method specific to silyl ester of primary sulfate using silylating agents. Selective preparation of secondary alkyl sulfates having a primary hydroxy group
-
The treatment of bis(trimethylsilyl)ester of 1-O-Decylglycerol-2,3-Disulfate with trimethylsilyl-N-trimethylsilylacetimidate (BSA) or (dimethylamino)trimethylsilane caused regioselective desulfation to afford 1-O-decyl glycerol-2-sulfate selectively in good yield. Silylating agents, having nitrogen, seems to be responsible for facilitating trimethylsiloxysulfonyl cation transfer.
- Horibe,Oshita
-
-
Read Online
- DETERGENT FOR SKIN OR HAIR
-
PROBLEM TO BE SOLVED: To provide a skin detergent and a hair detergent having excellent foam quality, low skin irritation, and excellent stability at a low temperature. SOLUTION: A detergent for skin or hair contains a compound represented by general formula (1) (A), an anionic surfactant (B), and an ampholytic surfactant (C). R1OCH2CH-[O(AO)mH]-CH2O(AO)nH (1) [where R1 is a C4-18 monovalent hydrocarbon group; m+n AO independently represent an ethyleneoxy group or a propyleneoxy group; m and n independently represent an integer of 0 or greater; m+n is an integer of 1-50]. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
- -
-
-
- METHOD FOR PREPARING GLYCEROL ETHER AND GLYCOL ETHER
-
The present invention concerns a method for preparing glycerol ether or glycol ether comprising the reaction of a compound of formula (II) with a compound of formula (III) in the presence of a heterogeneous acid catalyst of formulas (II) and (III).
- -
-
Paragraph 0072
(2015/03/28)
-
- PROCESS FOR PREPARING A POLYOL ETHER
-
The present invention relates to a process for preparing a polyol ether of formula (I), comprising a step of reductive alkylation involving a compound of general formula (II) and a compound of general formula (III): in which R1, R2, R3 and R4 are as defined in claim 1.
- -
-
Paragraph 0123
(2014/02/16)
-
- 1-O-Alkyl (di)glycerol ethers synthesis from methyl esters and triglycerides by two pathways: Catalytic reductive alkylation and transesterification/reduction
-
From available and bio-sourced methyl esters, monoglycerides or oleic sunflower refined oil, the corresponding 1-O-alkyl (di)glycerol ethers were obtained in both high yields and selectivity by two different pathways. With methyl esters, a reductive alkylation with (di)glycerol was realized under 50 bar hydrogen pressure in the presence of 1 mol% of Pd/C and an acid co-catalyst. A second two step procedure was evaluated from methyl esters or triolein and consisted of a first transesterification to the corresponding monoglyceride with a BaO/Al2O3 catalyst, then its reduction to the desired glycerol monoether with a recyclable heterogeneous catalytic system Pd/C and Amberlyst 35 under H2 pressure. In addition, a mechanism for the reaction was also proposed.
- Sutter, Marc,Dayoub, Wissam,Metay, Estelle,Raoul, Yann,Lemaire, Marc
-
p. 786 - 797
(2013/04/24)
-
- Coalescent for aqueous compositions
-
A coalescent composition selected from 1,3-(C6-C12alkyloxy)-2-propanol, 1,1'-oxybis[3-(C6-C12alkyloxy)]-2-propanol, and mixtures thereof is provided. Preferred coalescents are 1,3-(decyloxy)-2-propanol and 1,1'-oxybis[3-(heptyloxy)]-2-propanol. A method for forming glycerol diethers and diglycerol diethers, an aqueous coating composition including the coalescent compositions and a method for forming a coating are also provided.
- -
-
Page/Page column 6
(2012/03/26)
-
- Selective synthesis of 1-O-Alkyl(poly)glycerol ethers by catalytic reductive alkylation of carboxylic acids with a recyclable catalytic system
-
(Poly)glycerol monoethers were synthesized in good yield and selectivity by the catalytic reductive alkylation of glycerol, diglycerol, and triglycerol with readily available, cheap and/or bio-sourced carboxylic acids. The reaction was catalyzed by 1 mol % of Pd/C under 50 bar H2 using an acid ion-exchange resin as a recyclable cocatalyst. The catalytic system was recycled several times, and a mechanism is proposed for this transformation.
- Sutter, Marc,Dayoub, Wissam,Metay, Estelle,Raoul, Yann,Lemaire, Marc
-
p. 2397 - 2409
(2013/02/23)
-
- COALESCENT FOR AQUEOUS COMPOSITIONS
-
A coalescent composition selected from 1,3-(C6-C12alkyloxy)-2-propanol, 1,1′-oxybis[3-(C6-C12alkyloxy)]-2-propanol, and mixtures thereof is provided. Preferred coalescents are 1,3-(decyloxy)-2-propanol and 1,1′-oxybis[3-(heptyloxy)]-2-propanol. A method for forming glycerol diethers and diglycerol diethers, an aqueous coating composition including the coalescent compositions and a method for forming a coating are also provided.
- -
-
-
- Compositions containing lysophosphatidic acids which inhibit apoptosis and uses thereof
-
The invention provides anti-apoptotic compositions lysophosphatidic acids and methods for making and using the compositions. Such compositions can also contain LPA potentiating agents, including proteins, lipid membrane structures and polymers such as polyethylene glycols. The compositions can additionally contain other pharmaceutically effective agents such as drugs, antibiotics, wound healing agents and antioxidants.
- -
-
-
- Compositions containing lysophosphotidic acids which inhibit apoptosis and uses thereof
-
The present invention provides therapeutic compositions containing lysophosphotidic acids, methods for making the compositions, and methods of using the compositions in the preservation and treatment of organs.
- -
-
-
- Liquid-Liquid-Extraction of Metal Ions with Lariat Ethers
-
Lariat ethers of various ring size and substitution are synthesized and characterized by physical data and chemical analysis.The extraction behaviour of the crown compounds towards Na+, K+, Cs+ and Ag+ in a picric acid solution has been investigated.The extraction constants for 1:1 and 1:2 complexes are determined using the equilibrium distribution data.The results show that the flexible side chain in the investigated compounds has in no case a positive effect on the metal picrate extraction.
- Gloe, K.,Muehl, P.,Beger, J.,Poeschmann, C.,Petrich, M.,Beyer, L.
-
p. 413 - 421
(2007/10/02)
-
- A comparative study of the liquid-crystalline behavior of three homologous series of 1,2-propanediol derivatives
-
Homologous series (R = n-hexyl to n-tetradecyl) of 3-(alkylamino)-, 3-(alkylthio)- and 3-alkoxy-1,2-propanediols have been synthesized and their thermal behavior studied by thermomicroscopy and differential-scanning calorimetry.The occurence of liquid-crystalline behavior was found to be strongly dependent on both the alkyl-chain length and the hetero-atom that links the alkyl chain to the 1,2-propanediol moiety. No thermotropic liquid-crystalline behavior could be observed for 3-alkoxy-1,2-propanediols; 3-(heptylamino)- through 3-(nonylamino)-1,2-propanediol exhibit a transient smectic A phase on supercooling of the isotropic liquid, whereas 3-(hexylthio)-1,2-propanediol through 3-(nonylthio)-1,2-propanediol form smectic phases that are quite stable.Although the thermal behavior in the pure form differs considerably, all three classes of compounds are capable of lyotropic mesophase formation in the presence of water.
- Doren, Henk A. van,Geest, Ralph van der,Kellogg, Richard M.,Wynberg, Hans
-
p. 197 - 203
(2007/10/02)
-
