147963-64-2Relevant academic research and scientific papers
Synthesis and properties of alternating copolymers of 3-hydroxybutyrate and lactate units with different stereocompositions
Tabata, Yuta,Abe, Hideki
, p. 7354 - 7361 (2014)
Alternating copolymers of (R)-3-hydroxybutyrate ((R)-3HB) and lactate (2-hydroxypropionate: 2HP) units were synthesized by polycondensation reaction of preprepared dimeric monomers, (R)-3HB-(R)-2HP and (R)-3HB-(S)-2HP, in the presence of condensation agent. On the basis of the NMR analyses, it was confirmed that the obtained copolymers had an alternating sequence of (R)-3HB and 2HP units. In contrast to random copolymers of (R)-3HB and 2HP units, the repeating sequence of alternately connected (R)-3HB and 2HP units formed crystalline region. The copolymer with alternating sequence of (R)-3HB and (S)-2HP units had a melting temperature at 83 °C. On the other hands, the melting temperature of copolymer of (R)-3HB and (R)-2HP units was quite higher than those of the corresponding homopolymers (around 180°C) and reached to 233 °C. When the alternating copolymers were prepared from a mixture of stereoisomeric dimers, both the melting temperature and crystallinity varied in the wide ranges depending on the composition of stereoisomeric dimers.
Pyrimido compounds having antiproliferative activity
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Page/Page column 34, (2010/02/08)
Disclosed are novel pyrimido compounds that are selective inhibitors of both KDR and FGFR kinases. These compounds and their pharmaceutically acceptable salts are anti-proliferative agents useful in the treatment or control of solid tumors, in particular breast, colon, lung and prostate tumors. Also disclosed are pharmaceutical compositions containing these compounds and methods of treating cancer.
Synthesis and NMR analysis in solution of oligo(3-hydroxyalkanoic acid) derivatives with the side chains of alanine, valine, and leucine (β-depsides): Coming full circle from PHB to β-peptides to PHB
Albert, Matthias,Seebach, Dieter,Duchardt, Elke,Schwalbe, Harald
, p. 633 - 658 (2007/10/03)
Oligomers of 3-hydroxyalkanoic acids that contain two, three, and six residues with and without O-terminal (tBu)Ph2Si and C-terminal PhCH2 protection have been synthesized in such a way that the side chains on the oligoester backbone were those of the proteinogenic amino acids Ala (Me), Val (CHMe2), and Leu (CH2CHMe2). The enantiomerically pure 3-hydroxyalkanoates were obtained by Noyori hydrogenation of the corresponding 3-oxo-alkanoates with [Ru((R)-binap)Cl2](binap=2,2′bis(diphenylphosphanyl)-1, 1′-binaphthalene)/H2 (Scheme 1), and the coupling was achieved under the conditions (pyridine/(COCl)2, CH2Cl2, -78°) previously employed for the synthesis of various oligo(3-hydroxybutanoic acids) (Schemes 2 and 3). The Cotton effects in the CD spectra of the new oligoesters provided no hints about chiral conformation (cf. a helix) in MeOH, MeCN, octan-1-ol, or CF3CH2OH solutions (Figs. 1 and 2). Detailed NMR investigations in CDCl3 solution (Figs. 3-6, and Tables 1-5) of the hexa(3-hydroxyalkanoic acid) with the side chains of Val (HC), Ala (HB), Leu (HH), Val, Ala, Leu (from O- to C-terminus; 3) gave, on the NMR time-scale, no evidence for the presence of any significant amount of a 21- or a 31-helical conformation, comparable to those identified in stretched fibers of poly[(R)-3-hydroxybutanoic acid], or in lamellar crystallites and in single crystals of linear and cyclic oligo[(R)-3-hydroxybutanoic acids], or in the corresponding β-peptide(s) (the oligo(3-aminoalkanoic acid) analogs; 1-3). Thus, the extremely high flexibility (averaged or 'random-coil' conformation) of the polyester chain (CO - O rotational barrier ca. 13 kcal/mol; no hydrogen bonding), as compared to polyamide chains (CO - NH barrier ca. 18 kcal/mol; hydrogen bonding) has been demonstrated once again. The possible importance of this structural flexibility, which goes along with amphiphilic properties, for the role of PHB in biology, in evolution, and in prebiotic chemistry is discussed. Structural similarities of natural potassium-channeling proteins and complexes of oligo(3-hydroxybutanoates) with Na+, K+, or Ba2+ are alluded to (Figs. 7-9).
Synthesis of Enantiopure Homoallylic Ethers by Reagent Controlled Facial Selective Allylation of Chiral Ketones
Tietze, Lutz F.,Weigand, Berthold,Voelkel, Ludwig,Wulff, Christian,Bittner, Christian
, p. 161 - 168 (2007/10/03)
The stereoselective allylation of chiral methyl ketones to give tertiary homoallylic ethers, which can easily be transformed into homoallylic alcohols, is described. Reaction of the enantiopure ketones 8a-d and the racemic ketones 26a-d with the norpseudoephedrine derivative 2 or ent-2 and allylsilane in the presence of a catalytic amount of trifluoromethanesulfonic acid, led to a series of homoallylic ethers with good to excellent diastereoselectivity (85:15 to > 97:3). The allylation is reagent controlled and nearly independent from the stereogenic centers in the substrates. A partial kinetic resolution was observed using the racemic ketones 26a-d. In the reaction of the chiral ketones 8a-d with the achiral reagents ethoxytrimethylsilane and allylsilane only a low diastereoselectivity was observed.
Monodisperse linear and cyclic oligo[(R)-3-hydroxybutanoates] containing up to 128 monomeric units
Lengweiler, Urs D.,Fritz, Monica G.,Seebach, Dieter
, p. 670 - 701 (2007/10/03)
Using benzyl ester/(tert-butyl)diphenylsilyl ether protection, (COCl)2/pyridine esterification conditions, and a fragment-coupling strategy (with H2/Pd-C debenzylation and HF-pyridine desilylation), linear oligomers of (R)-3-hydroxyb
