5398-08-3Relevant articles and documents
Synthesis of methaprogerol analogs
Kryshtal,Zhdankina,Konoplyannikov,Tartakovsky,Serebryakov,Smirnov,Konoplyannikova,Agaeva,Zlotina
, p. 253 - 258 (2013/06/05)
Novel synthetic approaches towards analogs of methaprogerol, the efficient wound healing drug, were developed. Several hitherto unknown compounds obtained exhibited in vivo activity similar to methaprogerol. 2-(3-Dimethylaminopropyl)- 5-methylhex-4-enoic acid enhanced the efficacy of the treatment of diseases of various etiologies and different organ injuries by transplantation of mesenchymal stem cells (MSC) and MSC-derived cardiomyoblasts.
Efficient chemoselective alkylation of quinoline 2,4-diol derivatives in water
Ahmed, Nafees,Brahmbhatt, Keyur G.,Singh, Inder P.,Bhutani, Kamlesh K.
scheme or table, p. 237 - 240 (2011/03/21)
Synthesis of various C-3-dialkyl derivatives of quinoline 2,4-diol was achieved by condensation of aniline or substituted anilines with diethyl malonate, followed by chemoselective alkylation at C-3 in water. The higher yields, easy work up and environmental compatible conditions are the main aspects of our method.
A novel synthesis of the north west portion of Lasonolide A - An anticancer macrolide using Claisen rearrangement
Kar, Paramita,Rao,Nagaiah,Gurjar
, p. 52 - 54 (2007/10/03)
A simplified analogue of Lasonolide A (C23-C35 side chain) was synthesized using Fujisawa's stereoselective variant of the Ireland Claisen ester rearrangement.
Strapped porphyrin rosettes based on the melamine-cyanuric acid motif. Self-assembly and supramolecular recognition
Shao, Xue-Bin,Jiang, Xi-Kui,Zhu, Shi-Zheng,Li, Zhan-Ting
, p. 9155 - 9162 (2007/10/03)
This paper describes studies on the synthesis, self-assembly behavior, and complexing properties of several strapped porphyrin-incorporated melamine-cyanuric or melamine-barbiturate-based rosette supramolecules in chloroform-d. Strapped porpyrin cyanuric acid H21 and its Zn (II) complex Zn1 were designed and synthesized. Both H21 and Zn1 could combine melamine derivatives 11 or 12 to afford porphyrin rosettes, which are more stable than the model rosette initially reported by Whitesides due to the larger size of the porphyrin unit. The new porphyrin rosettes could efficiently complex tripyridyl derivative 13 through intermolecular, cooperative coordination between Zn (II) and pyridine. Two new pyridine-bearing barbiturates 18a and 18b were also synthesized. Mixing the identical amount of 18a or 18b with 11 or 12 in chloroform-d led to the formation of new isomeric rosettes as a result of different orientation of the pyridine unit of 18a or 18b in the rosettes. 1H NMR study also revealed that porpyrin-bearing rosette Zn13·113 could complex pyridine-bearing rosette 113·18a3, leading to the formation of new two-layer-typed supramolecular architectures.
Synthesis of derivatives of prenylacetic acids by reactions of alkyl malonate, cyanoacetate, and acetoacetate with alkylating reagents in ionic liquids
Kryshtal,Zhdankina,Zlotin
, p. 652 - 658 (2007/10/03)
A method for the synthesis of carboxylic acid derivatives containing one or two - CH2CHn(Me)CHn+1CH2 - fragments (n = 0, 1) was developed. The method is based on the alkylation of (di)alkyl malonates, cyanoacetates, and acetoacetates with acyclic prenyl halides in ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate and tetrafluoroborate. For the ambident ethyl acetoacetate anion, the reactions with prenyl halides devoid of a double bond in the allylic position relative to the halogen atom carried out in the ionic liquids give mixtures of C- and O-alkylation products, while in the case of allylic prenyl halides, only C-alkylation products are formed. The reactions of ethyl 2-geranylmalonate and 2-geranylacetoacetate with bromocyclohexane and 1-chloro-3-dimethylaminopropane in ionic liquids provided derivatives of pharmacologically active geranylacetic acids. The product yields are higher than those in molecular organic solvents. The ionic liquids were recovered and reused in the alkylation.
Alkylation of malonic and acetoacetic esters in an ionic liquid
Kryshtal, Galina V.,Zhdankina, Galina M.,Zlotin, Sergei G.
, p. 57 - 58 (2007/10/03)
1-Butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]) has been used as a recyclable medium in the alkylation of malonic and acetoacetic esters with alkyl, benzyl and prenyl halides.
3-alkoxypropionic ester derivative
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, (2008/06/13)
A 3-alkoxypropionic ester derivative, an olefin polymerization solid catalyst component using the same, an olefin polymerization catalyst using the same, and a process for the preparation of a polyolefin using the same. The 3-alkoxypropionic ester derivative is represented by formula (I): STR1 wherein R1 represents a hydrocarbon group having from 1 to 10 carbon atoms; R2 represents a hydrocarbon group having from 1 to 20 carbon atoms; R3 represents a hydrocarbon group having from 1 to 20 carbon atoms; and R4 represents a branched hydrocarbon group having 3 or more carbon atoms.
Conjugate addition of dialkylaluminum chlorides to alkylidenemalonic acid derivatives
Maas, Steffen,Stamm, Armin,Kunz, Horst
, p. 1792 - 1798 (2007/10/03)
Complete regioselectivity is achieved in conjugate addition reactions of dialkylaluminum chlorides with alkylidenemalonic esters, alkylidenecyanoacetates, and alkylidenemalonodinitrile to give β-branched carboxylic acid derivatives. Sterically demanding products containing quaternary carbon atoms are obtained in good yields. In the case of diethylaluminum chloride, accompanying reductions of the substrates can be suppressed by application of boron trifluoride as an assisting Lewis acid.
Synthesis and pharmacology of the isomeric methylheptyl-Δ8-tetrahydrocannabinols
Huffman, John W.,Liddle, John,Duncan Jr., Sammy G.,Yu, Shu,Martin, Billy R.,Wiley, Jenny L.
, p. 2383 - 2396 (2007/10/03)
The synthesis of the 3-heptyl, and the eleven isomeric 3-methylheptyl-Δ8-tetrahydrocannabinols (3-7, R and S methyl epimers, and 8) has been carried out. The synthetic approach entailed the synthesis of substituted resorcinols, which were subjected to acid catalyzed condensation with trans-para-menthadienol to provide the Δ8-THC analogue. The 1'-, 2'- and 3'-methylheptyl analogues (3-5) are considerably more potent than Δ8-THC. The 4'-, 5'- and 6'-methylheptyl isomers (6-8) are approximately equal in potency to Δ8-THC. Copyright (C) 1998 Elsevier Science Ltd.
Ring opening of cyclopropanemonocarboxylates and 1,1- cyclopropanedicarboxylates using samarium(II) diiodide (SmI2)-HMPA-THF system
Yamashita,Okuyama,Ohhara,Kawasaki,Sakai,Nakata,Kawabe,Kusumoto,Ohta
, p. 2075 - 2081 (2007/10/03)
The cyclopropane ring in 2-substituted 1,1-cyclopropanedicarboxylates was regioselectively opened by using samarium(II) diiodide (Sml2) in a hexamethylphosphoric triamide (HMPA)-tetrahydrofuran (THF) (1:10) system under mild and neutral conditions to give (2-substituted ethyl)malonates in moderate to good yields. The cyclopropane ring in 2-substituted cyclopropanecarboxylates or 2-substituted 3- (trimethylsilyl)cyclopropanecarboxylates was similarly cleaved regioselectively by using Sml2 in a HMPA-THF (1:1) system to give 4- arylbutyrates or 4-aryl-3-(trimethylsilyl)butyrates in 16-89% yields. The reaction mechanism of these ring-opening reactions is discussed.