Tag: M.W=250-300

Nakajima, Isami; Shimizu, Minori; Okuda, Yuta; Akiyama, Ryo; Tadano, Ryu; Nagaoka, Masahiro; Uemura, Naohiro; Yoshida, Yasushi; Mino, Takashi; Shinozaki, Hiraku; Yamamoto, Tetsuya published the artcile< Synthesis and Catalysis of NHC Coordinated Cyclometalated Palladium(II) Complexes with Bridging Hydroxide Ligands>, Category: alcohols-buliding-blocks, the main research area is hydroxide palladium NHC addition catalyst boronic ester aldehyde ketone; crystal structure mol dipalladium hydroxide bridged heterocyclic carbene complex; palladium hydroxide bridged NHC cyclometalated dimer complex preparation.

1,2-Addition reactions using organoboron compounds are one of the useful syntheses of various functionalized alcs., but they generally require a large quantity of bases. In this study, we attempted to solve this problem by synthesizing unsym. 1,3-diarylimidazoline-type N-heterocyclic carbene (NHC)-coordinated CĈ* cyclometalated palladium(II) complexes with bridging hydroxide ligands (CYPOHs) in two steps and one pot from the corresponding Cl bridged dimer and using them as catalysts. 2,6-Di(pentan-3-yl)aniline (IPent)-based NHC coordinated PhS-IPent-CYPOH acted as a highly efficient catalyst for the 1,2-addition of (hetero)arylboronates to a large number of aldehydes and ketones, including unactivated ketones, under base-free conditions.

Advanced Synthesis & Catalysis published new progress about 1,2-Addition reaction. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sert, Mustafa; Isilar, Ozer; Yaglioglu, Ayse Sahin; Bulut, Adnan published the artcile< Gabriel-Cromwell aziridination of amino sugars; chiral ferrocenoyl-aziridinyl sugar synthesis and their biological evaluation>, Reference of 4064-06-6, the main research area is prostate cancer therapy prodrug aziridine sugar pharmacokinetic; human antitumor Gabriel Cromwell aziridination aminosugar; Amino sugar; Aziridine; Drug likeness; Ferrocene; HeLa; PC3.

N-sugar substituted chiral aziridines were synthesized via Gabriel-Cromwell reaction. Novel pure diastereomers of aziridine derivatives (4 diastereomers) were readily obtained in high yields and their structures were confirmed by means of 1H NMR, 13C NMR, FT-IR, Mass and optical rotations. This is, to the best of our knowledge, the unique example of N-sugar aziridine synthesis. Diastereomeric effects for prostate (PC3) and cervix (HeLa) cancers were screened and it has been observed that the epimers bearing the same sugars showed different results against PC3 and HeLa cancer cells. The novel sugar aziridines were investigated as promising prodrug candidates for prostate cancer (PC3) therapy. Moreover, the drug likeness calculations (Lipinski’s rule, physicochem. properties, lipophilicity, solubility, pharmacokinetics and bioavailability radar) have indicated that the sugar aziridines can be good candidates as oral drugs.

Carbohydrate Research published new progress about Amination. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Reference of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Yueteng; Ji, Peng; Gao, Feng; Huang, He; Zeng, Fanxun; Wang, Wei published the artcile< Photoredox Asymmetric Nucleophilic Dearomatization of Indoles with Neutral Radicals>, Electric Literature of 4064-06-6, the main research area is chiral indolines preparation photochem regioselective diastereoselective chemoselective; indole tertiary amine neutral radical photoredox asym dearomatization.

The dearomatization of indoles represents the most efficient approach for accessing highly valued indolines. The inherent nucleophilic reactivity of indoles has dictated indole dearomatization development in both 1e- and 2e- processes. However, the dearomatization of electron-deficient indoles has been challenging. Herein, authors introduce a conceptually distinct photoredox-mediated Giese-type transformation strategy, which is generally used for the conjugate addition of radicals to simple α, β-unsaturated systems, for chemoselectively breaking C=C bonds embedded in the aromatic structure. Moreover, highly diastereoselective addition of challenging neutral radicals has been achieved by Oppolzer camphorsultam chiral auxiliary. Structurally diverse amine-functionalized chiral indolines carrying distinct functional and stereochem. diversity are produced from a wide array of amines as radical precursors. Furthermore, the mild, powerful manifold is capable of the late-stage modification of complex natural products and pharmaceuticals. DFT studies are performed to elucidate the observed stereochem. outcomes.

ACS Catalysis published new progress about C-C bond formation. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Electric Literature of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Huang, Bo-Shun; Lowary, Todd L. published the artcile< β-Selective xylulofuranosylation via a conformationally-restricted glycosyl donor>, Related Products of 4064-06-6, the main research area is xylulofuranosylation stereoselective glycosylation lipopolysaccharide antigen; crystal structure xylulofuranose lipopolysaccharide antigen Yersinia enterocolitica oligosaccharide.

Reported is the first stereoselective method for β-xylulofuranosylation, which employs 3,4-O-xylylene-protected thioglycoside donors. For most acceptors, the best results were observed with a donor that possesses both the xylylene group and a benzoate ester at O-1. To demonstrate its utility, the methodol. was applied to the first synthesis of the pentasaccharide repeating unit from the lipopolysaccharide O-antigen of Yersinia enterocolitica serovars, a structure containing two β-xylulofuranose residues.

Organic & Biomolecular Chemistry published new progress about Antigens Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Related Products of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Doan, Son H.; Hussein, Mohanad A.; Nguyen, Thanh Vinh published the artcile< Tropylium-promoted Ritter reactions>, Application In Synthesis of 76-84-6, the main research area is amide preparation microwave continuous flow; alc nitrile Ritter reaction tropylium salt catalyst.

Herein, the development of a new method using salts of the tropylium ion to promote the Ritter reaction was reported. This method works well on a range of alcs., e.g., 1-phenylethanol and nitriles, e.g., acetonitrile, giving the corresponding products, e.g., N-(1-phenylethyl)acetamide in good to excellent yields. This reaction protocol is amenable to microwave and continuous flow reactors, offering an attractive opportunity for further applications in organic synthesis.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Application In Synthesis of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sun, Tao; Lv, Tian; Wu, Jianbing; Zhu, Mingchao; Fei, Yue; Zhu, Jie; Zhang, Yihua; Huang, Zhangjian published the artcile< General Strategy for Integrated Bioorthogonal Prodrugs: Pt(II)-Triggered Depropargylation Enables Controllable Drug Activation In Vivo>, Synthetic Route of 4064-06-6, the main research area is bioorthogonal prodrug decaging platinum triggered depropargylation controllable drug activation.

Bioorthogonal decaging reactions for controllable drug activation within complex biol. systems are highly desirable yet extremely challenging. Herein, we find a new class of Pt(II)-triggered bioorthogonal cleavage reactions in which Pt(II) but not Pt(IV) complexes effectively trigger the cleavage of O/N-propargyl in a variety of ranges of caged mols. under biocompatible conditions. Based on these findings, we propose a general strategy for integrated bioorthogonal prodrugs and accordingly design a prodrug 16 (I), in which a Pt(IV) moiety is covalently connected with an O2-propargyl diazeniumdiolate moiety. It is found that I can be specifically reduced by cytoplasmic reductants in human ovarian cancer cells to liberate cisplatin, which subsequently stimulates the cleavage of O2-propargyl to release large amounts of NO in situ, thus generating synergistic and potent tumor suppression activity in vivo. Therefore, Pt(II)-triggered depropargylation and the integration concept might provide a general strategy for broad applicability of bioorthogonal cleavage chem. in vivo.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Synthetic Route of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chen, Jian; Hansen, Thomas; Zhang, Qing-Ju; Liu, De-Yong; Sun, Yao; Yan, Hao; Codee, Jeroen D. C.; Schmidt, Richard R.; Sun, Jian-Song published the artcile< 1-Picolinyl-5-azido Thiosialosides: Versatile Donors for the Stereoselective Construction of Sialyl Linkages>, HPLC of Formula: 4064-06-6, the main research area is glycan sialooligosaccharide preparation sialylation picolinyl azido protected thiosialoside; directing groups; glycan antennae; glycosylation; sialoside; stereoselective sialylation.

With the picolinyl (Pic) group as a C-1 located directing group and N3 as versatile precursor for C5-NH2, a novel 1-Pic-5-N3 thiosialyl donor was designed and synthesized, based on which a new sialylation protocol was established. In comparison to conventional sialylation methods, the new protocol exhibited obvious advantages, including excellent α-stereoselectivity in the absence of a solvent effect, broad substrate scope encompassing the challenging sialyl 8- and 9-hydroxy groups of sialic acid acceptors, flexibility in sialoside derivative synthesis, high temperature tolerance and easy scalability. In particular, the applicability to the synthesis of complex and bioactive N-glycan antennae when combined with the MPEP glycosylation protocol via the “”latent-active”” strategy has been shown. Mechanistically, the excellent α-stereoselectivity of the novel sialylation protocol could be attributed to the dramatic electron-withdrawing effect of the protonated Pic groups, which was supported by control reactions and DFT calculations

Angewandte Chemie, International Edition published new progress about Diastereoselective synthesis. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, HPLC of Formula: 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Oloo, Williamson N.; Szavuly, Miklos; Kaizer, Jozsef; Que, Lawrence Jr. published the artcile< Nonheme diiron oxygenase mimic that generates a diferric-peroxo intermediate capable of catalytic olefin epoxidation and alkane hydroxylation including cyclohexane>, Computed Properties of 76-84-6, the main research area is nonheme diiron oxygenase mimic intermediate olefin epoxidation alkane hydroxylation.

Herein are described substrate oxidations with H2O2 catalyzed by [FeII(IndH)(CH3CN)3](ClO4)2 [IndH = 1,3-bis(2′-pyridylimino)isoindoline], involving a spectroscopically characterized (μ-oxo)(μ-1,2-peroxo)diiron(III) intermediate (2) that is capable of olefin epoxidation and alkane hydroxylation including cyclohexane. Species 2 also converts ketones to lactones with a decay rate dependent on [ketone], suggesting direct nucleophilic attack of the substrate carbonyl group by the peroxo species. In contrast, peroxo decay is unaffected by the addition of olefins or alkanes, but the label from H218O is incorporated into the epoxide and alc. products, implicating a high-valent iron-oxo oxidant that derives from O-O bond cleavage of the peroxo intermediate. These results demonstrate an ambiphilic diferric-peroxo intermediate that mimics the range of oxidative reactivities associated with O2-activating nonheme diiron enzymes.

Inorganic Chemistry published new progress about Alkenes Role: BUU (Biological Use, Unclassified), SPN (Synthetic Preparation), BIOL (Biological Study), USES (Uses), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Computed Properties of 76-84-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nakajima, Isami; Shimizu, Minori; Okuda, Yuta; Akiyama, Ryo; Tadano, Ryu; Nagaoka, Masahiro; Uemura, Naohiro; Yoshida, Yasushi; Mino, Takashi; Shinozaki, Hiraku; Yamamoto, Tetsuya published the artcile< Synthesis and Catalysis of NHC Coordinated Cyclometalated Palladium(II) Complexes with Bridging Hydroxide Ligands>, Category: alcohols-buliding-blocks, the main research area is hydroxide palladium NHC addition catalyst boronic ester aldehyde ketone; crystal structure mol dipalladium hydroxide bridged heterocyclic carbene complex; palladium hydroxide bridged NHC cyclometalated dimer complex preparation.

1,2-Addition reactions using organoboron compounds are one of the useful syntheses of various functionalized alcs., but they generally require a large quantity of bases. In this study, we attempted to solve this problem by synthesizing unsym. 1,3-diarylimidazoline-type N-heterocyclic carbene (NHC)-coordinated CĈ* cyclometalated palladium(II) complexes with bridging hydroxide ligands (CYPOHs) in two steps and one pot from the corresponding Cl bridged dimer and using them as catalysts. 2,6-Di(pentan-3-yl)aniline (IPent)-based NHC coordinated PhS-IPent-CYPOH acted as a highly efficient catalyst for the 1,2-addition of (hetero)arylboronates to a large number of aldehydes and ketones, including unactivated ketones, under base-free conditions.

Advanced Synthesis & Catalysis published new progress about 1,2-Addition reaction. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sert, Mustafa; Isilar, Ozer; Yaglioglu, Ayse Sahin; Bulut, Adnan published the artcile< Gabriel-Cromwell aziridination of amino sugars; chiral ferrocenoyl-aziridinyl sugar synthesis and their biological evaluation>, Reference of 4064-06-6, the main research area is prostate cancer therapy prodrug aziridine sugar pharmacokinetic; human antitumor Gabriel Cromwell aziridination aminosugar; Amino sugar; Aziridine; Drug likeness; Ferrocene; HeLa; PC3.

N-sugar substituted chiral aziridines were synthesized via Gabriel-Cromwell reaction. Novel pure diastereomers of aziridine derivatives (4 diastereomers) were readily obtained in high yields and their structures were confirmed by means of 1H NMR, 13C NMR, FT-IR, Mass and optical rotations. This is, to the best of our knowledge, the unique example of N-sugar aziridine synthesis. Diastereomeric effects for prostate (PC3) and cervix (HeLa) cancers were screened and it has been observed that the epimers bearing the same sugars showed different results against PC3 and HeLa cancer cells. The novel sugar aziridines were investigated as promising prodrug candidates for prostate cancer (PC3) therapy. Moreover, the drug likeness calculations (Lipinski’s rule, physicochem. properties, lipophilicity, solubility, pharmacokinetics and bioavailability radar) have indicated that the sugar aziridines can be good candidates as oral drugs.

Carbohydrate Research published new progress about Amination. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Reference of 4064-06-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts