Tag: M.W=200-250

Delcros, Jean-Guy published the artcileEffect of Spermine Conjugation on the Cytotoxicity and Cellular Transport of Acridine, Computed Properties of 87905-98-4, the main research area is acridine spermidine conjugate preparation transport antitumor.

Polyamines are believed to be potent vectors for the selective delivery of chemotherapeutic agents into cancer cells. In this paper, we report the effect of spermine conjugation on the cytotoxic and transport properties of acridine. Six derivatives, composed of a spermine chain attached at its N1 position to an acridine via an aliphatic chain, were synthesized. The aliphatic linker, comprised of 3-5 methylene units, was connected to the position-9 of the heterocycle through either an amide or an amine linkage. Independently of their architecture, all ligands showed a high affinity for DNA binding but a limited DNA sequence selectivity. In a whole cell assay with L1210 and Chinese hamster ovary (CHO) cells, the aminoacridines (IC50 values around 2 μM) were more potent than the amidoacridines (IC50 values between 20 and 40 μM). This was related to a less efficient transport for the latter. As determined from competitive uptake studies with [14C]spermidine, all conjugates had a high affinity for the polyamine transport system (PTS). However, on the basis of competitive studies with an excess of spermidine and on the differential effect on cell growth and accumulation in CHO and in the mutant PTS deficient CHO-MG cells, the accumulation of the conjugates through the PTS was poor but still more efficient for the aminoacridines. α-Difluoromethylornithine (DFMO), an inhibitor of ornithine decarboxylase, which induces an up-regulation of the activity of the PTS, enhanced accumulation of all acridine conjugates through the PTS and had a synergistic effect on the potency of the acridine conjugates to inhibit cell growth. Despite their high affinity for the PTS, the low amount of derivatives transiting through the PTS is likely to be related to their ability to repress rapidly and efficiently the activity of the PTS and, consequently, to inhibit their own uptake via this system.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Computed Properties of 87905-98-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fischer, Pauline published the artcileSynthesis and Structural Elucidation of 1,2-Disubstituted 3-Fluoropiperidines, Application of Benzyl (5-hydroxypentyl)carbamate, the main research area is disubstituted fluoropiperidine preparation diastereoselective crystal structure mol.

This work described details of the reaction between Selectfluor and a series of 1-carbonyloxy and 1-sulfonyl 2-piperidines in order to generate 3-fluoro-2-methoxypiperidines I [R = Boc, Fmoc, Ts, etc.]. Their subsequent reaction with allyltrimethylsilane, in the presence of BF3 and TiCl4 was then reported. Studies involving a combination of single-crystal X-ray crystallog. and NMR spectroscopy indicated that the allylation process was cis-selective for both carbamate and sulfonamide variants and that optimal levels of diastereoselectivity were obtained using the N-2-nitrobenzene sulfonyl group. In this manner, the synthesis of a series of 2-allyl 3-fluoro-substituted piperidines II was achieved. The conversion of both the cis and trans-N-tosyl adducts II [R = Ts] into 3-fluorinated analogs of the natural products pelletierine and coniine was subsequently detailed.

European Journal of Organic Chemistry published new progress about Crystal structure. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Application of Benzyl (5-hydroxypentyl)carbamate.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ramirez-Contreras, Rodrigo published the artcileChemo- and Regioselective Functionalization of Polyols through Catalytic C(sp3)-C(sp3) Kumada-Type Coupling of Cyclic Sulfate Esters, Synthetic Route of 58783-82-7, the main research area is chemoselective regioselective functionalization Kumada type coupling cyclic sulfate ester; copper catalyst coupling cyclic sulfate ester alkyl Grignard reagent.

This contribution describes a copper-catalyzed, C(sp3)-C(sp3) cross-coupling reaction of cyclic sulfate esters, a distinct class of electrophilic derivatives of polyols, with alkyl Grignard reagents to afford functionalized alc. products in good yields. The method is operationally simple and highlights the potential of cyclic sulfate esters as highly reactive substrates in catalytic, chemoselective polyol transformations.

Organic Letters published new progress about Coupling reaction. 58783-82-7 belongs to class alcohols-buliding-blocks, name is 5-Tridecanol, and the molecular formula is C13H28O, Synthetic Route of 58783-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Laroussarie, Anais published the artcileSynthesis of the Tetrasaccharide Repeating Unit of the β-Kdo-Containing Exopolysaccharide from Burkholderia pseudomallei and B. cepacia Complex, Synthetic Route of 87905-98-4, the main research area is stereoselective glycosylation galactosylation coupling oligosaccharide KDO preparation exopolysaccharide Burkholderia.

The synthesis of the repeating unit of the immunogenic β-Kdo-containing exopolysaccharide produced by Burkholderia pseudomallei and bacteria of the B. cepacia complex is described. The target tetrasaccharide was synthesized via stereoselective 1,2-cis- and 1,2-trans-galactosylation and β-Kdo formation. A [3+1] coupling reaction between a trigalactosyl N-phenyl-2,2,2-trifluoroacetimidate donor and a Kdo acceptor has been successfully achieved for the assembly of the tetrasaccharide skeleton.

Journal of Organic Chemistry published new progress about Coupling reaction. 87905-98-4 belongs to class alcohols-buliding-blocks, name is Benzyl (5-hydroxypentyl)carbamate, and the molecular formula is C13H19NO3, Synthetic Route of 87905-98-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Morris, Danny S. published the artcileDeoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts, Name: 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is vicinal diol polyol pyridinium perrhenate deoxydehydration catalyst; alkene preparation.

Simple ammonium and pyridinium perrhenate salts were evaluated as catalysts for the deoxydehydration (DODH) of diols into alkenes. Pyridinium perrhenates were found to be effective catalysts at much lower temperatures than those in previous reports, outperforming primary, secondary, and tertiary ammonium salts, while quaternary ammonium salts are effectively inactive. The mechanism of reaction was studied computationally using DFT calculations which indicate that proton shuttling between the ion pair is intrinsic to the mechanism and that the reduction of rhenium by the phosphine occurs before the diol condensation.

Catalysis Science & Technology published new progress about Activation energy. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Name: 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Blinkovsky, Alexander M. published the artcileEnzymic derivatization of saccharides and their chemical polymerization, Recommanded Product: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the main research area is propargyl galactopyranoside preparation polymerization; allyl galactopyranoside preparation polymerization; hydrophilic polymer sugar; oligosaccharide transglycosidation enzymic propargyl allyl alc.

The enzymic synthesis of sugar-based acetylene and ethylene derivatives as precursors to hydrophilic polymers is described. Propargyl and allyl alcs. have been used as glycosyl acceptors in the transglycosylation reactions of glycosidases with various disaccharides including lactose, maltose, and cellobiose. Reaction of propargyl and allyl alcs. with lactose catalyzed by β-galactosidase resulted in the formation of propargyl-β-D-galactopyranoside and allyl-β-D-galactopyranoside in 42 and 13% yields, resp. Polymerization of propargyl-β-D-galactopyranoside with AlBr3 in ethanol resulted in the formation of oligomeric poly(acetylenic) species (MW = 1,300). Free radical polymerization of allyl-β-D-galactopyranoside in DMF or water resulted in poly(ethylenic) species with MW > 30,000. The combined enzymic and chem. reactions inherent in these syntheses provide a unique approach in the preparation of hydrophilic polymers containing sugars and their derivatives

Tetrahedron: Asymmetry published new progress about Disaccharides Role: RCT (Reactant), RACT (Reactant or Reagent). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Recommanded Product: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Pan, Liangkun published the artcileLewis Base Catalyzed Dioxygenation of Olefins with Hypervalent Iodine Reagents, Formula: C8H9BrO2, the main research area is diol preparation; acetal regioselective preparation; alkene dioxygenation catalyst phenyliodine bis trifluoroacetate.

1,2-Diols were extremely useful building blocks in organic synthesis. Hypervalent iodine reagents were useful for the vicinal dihydroxylation of olefins to gave 1,2-diols under metal-free conditions, but strongly acidic promoters were often required. Herein, synthesis of 1,2-diols R1CHOHCHOHR2 [R1 = n-hexyl, Ph, Bn, etc.; R2 = H, Ph] and acetals R3CH2CH(OMe)2 [R3 = Ph, 4-MeOC6H4, (4-acetoxyphenyl), etc.] via catalytic vicinal dioxygenation of olefins with hypervalent iodine reagents using Lewis bases as catalysts was reported. The conditions were mild and compatible with various functional groups.

Organic Letters published new progress about Acetals Role: SPN (Synthetic Preparation), PREP (Preparation). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bag, Raghunath published the artcileK2S2O8-Mediated Dioxygenation of Aryl Alkenes Using N-Hydroxylamines and Air, SDS of cas: 92093-23-7, the main research area is diol preparation; aryl alkene hydroxylamine dioxygenation potassium persulfate air.

The vicinal dioxygenation of aryl alkenes is reported using N-hydroxylamines and air in the presence of potassium persulfate (K2S2O8). The alkene is first oxidized to β-aminoxy alkyl hydroperoxide, which is in situ reduced to the diol e.g., I using molybdenum hexacarbonyl [Mo(CO)6] and base. Metal-free, aerobic conditions and the substrate scope are the important practical features.

ChemistrySelect published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, SDS of cas: 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gao, Xiaofang published the artcileIodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides, Application of 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is vicinal diol green preparation; aryl alkene dioxygenation iodine catalyst; bisperoxide green preparation; alkene aryl dioxygenation iodine catalyst.

An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols ArCH(OH)CH(OH)R [Ar = Ph, 2-MeC6H4, 4-MeC6H4, etc.; R = H, Br, Me, etc.] was developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups was derived from water and the other one was derived from TBHP. Addnl., the bisperoxides ArCH(OOtBu)CH(OOtBu)R [Ar = Ph, 4-MeC6H4, 3-FC6H4, etc.] could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.

Journal of Organic Chemistry published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Application of 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Fucheng published the artcileAryl Halides as Halogenation Reagents in the Bromination and Iodination of Arene-Tethered Diols, Recommanded Product: 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is dioxolanyl halide preparation green chem; arene tether diol aryl halide halogenation palladium catalyst.

The demonstrate usage of aryl bromides (Me 2-bromobenzoate) and aryl iodides (such as 1-iodo-2-nitrobenzene, Me 2-iodobenzoate, 2-iodo-benzenesulfinic acid, etc.) in C-Br or C-I bond formation were described. Me 2-bromobenzoate and 2-nitrophenyl iodides were developed as mild and effective bromination and iodination reagents for functionalization of arene-tethered diols I (R = Ph, naphthalen-2-yl, 3,4-dichlorophenyl, etc.). This efficient cascaded catalysis can be applied to the total syntheses of natural product Mafaicheenamine A and Claulamine A.

Organic Letters published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Recommanded Product: 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts