Author: tianli

Bonfils, Edwige published the artcileUptake by macrophages of a biotinylated oligo-α-deoxythymidylate by using mannosylated streptavidin, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Bioconjugate Chemistry (1992), 3(4), 277-84, database is CAplus and MEDLINE.

Streptavidin substituted with mannose residues increased by 20-fold the intracellular concentration of a biotinylated dodecakis(α-deoxythymidylate) in macrophages by comparison with the uptake of free oligodeoxynucleotide. Streptavidin, the bacterial homolog of the very basic avidin, which does not contain any carbohydrate moieties and is a neutral protein, was substituted with 12 mannose residues in order to be recognized and internalized by mannose-specific lectins on the surface of macrophages. A 3′-biotinylated 5′-fluoresceinylated dodecakis(α-deoxythymidylate) was synthesized and bound onto mannosylated streptavidin. The conjugate was isolated, and by using flow cytometry, it was shown that the uptake of fluoresceinylated oligodeoxynucleotides bound to mannosylated streptavidin by macrophages is 20-fold higher than that of free oligodeoxynucleotides and that the uptake was competitively inhibited by mannosylated serum albumin. Glycosylated streptavidin conjugates recognizing specific membrane lectins on different cells provide the possibility to target biotinylated antisense oligodeoxynucleotides and to increase the biol. effect of these chemotherapeutic agents.

Bioconjugate Chemistry published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Robalo, Joao R. published the artcileInfluence of Methylene Fluorination and Chain Length on the Hydration Shell Structure and Thermodynamics of Linear Diols, Application of Pentane-1,5-diol, the publication is Journal of Physical Chemistry B (2021), 125(49), 13552-13564, database is CAplus and MEDLINE.

The interplay between the local hydration shell structure, the length of hydrophobic solutes, and their identity (perfluorinated or not) remains poorly understood. We address this issue by combining Raman-multivariate curve resolution (Raman-MCR) spectroscopy, simulation, and quantum-mech. calculations to quantify the thermodn. and the first principle interactions behind the formation of defects in the hydration shell of alkyl-diol and perfluoroalkyl-diol chains. The hydration shell of the fluorinated diols contains substantially more defects than that of the nonfluorinated diols; these defects are water hydroxy groups that do not donate hydrogen bonds and which either point to the solute (radial-dangling OH) or not (nonradial-dangling OH). The number of radial-dangling OH defects per carbon decreases for longer chains and toward the interior of the fluorinated diols, mainly due to less favorable electrostatics and exchange interactions; nonradial-dangling OH defects per carbon increase with chain length. In contrast, the hydration shell of the nonfluorinated diols only contains radial-dangling defects, which become more abundant toward the center of the chain and for larger chains, predominantly because of more favorable dispersion interactions. These results have implications for how the folding of macromols., ligand binding to biomacromols., and chem. reactions at water-oil interfaces could be modified through the introduction of fluorinated groups or solvents.

Journal of Physical Chemistry B published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, Application of Pentane-1,5-diol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Azzena, Ugo published the artcileReductive cleavage of N-substituted 2-aryl-1,3-oxazolidines: generation of α-amino-substituted carbanions, SDS of cas: 101-98-4, the publication is Journal of Organic Chemistry (1993), 58(24), 6707-11, database is CAplus.

The behavior of N-substituted 2-aryl-1,3-oxazolidines I (R = H, Me, Ph, R¹ = aryl, R² = Me, Et) have been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The reduction led to the regioselective cleavage of the benzylic carbon-oxygen bond, with formation of the corresponding N-substituted benzylamino alcs. RR¹CHNR²CH₂CH₂OH in good yields. Investigation of the mechanism of this reductive cleavage, with the aid of labeling experiments, showed the intermediate formation of α-tertiary amino-substituted carbanions.

Journal of Organic Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, SDS of cas: 101-98-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ghavtadze, Nugzar published the artcileConversion of 1-alkenes into 1,4-diols through an auxiliary-mediated formal homoallylic C-H oxidation, Synthetic Route of 17877-23-5, the publication is Nature Chemistry (2014), 6(2), 122-125, database is CAplus and MEDLINE.

The ubiquitous nature of C-H bonds in organic mols. makes them attractive as a target for rapid complexity generation, but brings with it the problem of achieving selective reactions. In developing new methodologies for C-H functionalization, alkenes are an attractive starting material because of their abundance and low cost. Here we describe the conversion of 1-alkenes into 1,4-diols. The method involves the installation of a new Si,N-type chelating auxiliary group on the alkene followed by iridium-catalyzed C-H silylation of an unactivated δ-C(sp³)-H bond to produce a siloxane intermediate. Oxidation of the C-Si bonds affords a 1,4-diol. The method is demonstrated to have broad scope and good functional group compatibility by application to the selective 1,4-oxygenation of several natural products and derivatives

Nature Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Synthetic Route of 17877-23-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tran, Chieu D. published the artcileChiral ionic liquids for enantioseparation of pharmaceutical products by capillary electrophoresis, Category: alcohols-buliding-blocks, the publication is Journal of Chromatography A (2008), 1204(2), 204-209, database is CAplus and MEDLINE.

A chiral ionic liquid (IL), S-[3-(chloro-2-hydroxypropyl)trimethylammonium] [bis((trifluoromethyl)sulfonyl)amide] (S-[CHTA]⁺[Tf₂N]^–), which can be easily and readily synthesized in a one-step process from com. available reagents, can be successfully used both as co-electrolyte and as a chiral selector for CE. A variety of pharmaceutical products including atenolol, propranolol, warfarin, indoprofen, ketoprofen, ibuprofen and flurbiprofen, can be successfully and baseline separated with the use of this IL as electrolyte. Interestingly, while S-[CHTA]⁺[Tf₂N]^– can also serve as a chiral selector, enantioseparation cannot be successfully achieved with S-[CHTA]⁺[Tf₂N]^– as the only chiral selector. In the case of ibuprofen, a second chiral selector, namely a chiral anion (sodium cholate), is needed for the chiral separation For flurbiprofen, in addition to S-[CHTA]⁺[Tf₂N]^– and sodium cholate, a third and neutral chiral selector, 1-S-octyl-β–thioglucopyranoside (OTG), is also needed. Due to the fact that the chirality of this chiral IL resides on the cation (i.e., -[CHTA]⁺), and that needed addnl. chiral selector(s) are either chiral anion (i.e., cholate) or chiral neutral compound (OTG), the results obtained seem to suggest that addnl. chiral selector(s) are needed to provide the three-point interactions needed for chiral separations

Journal of Chromatography A published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C3H5BN2O2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kyasa, ShivaKumar published the artcileSynthesis of Ethers via Reaction of Carbanions and Monoperoxyacetals, Safety of Triethylsilanol, the publication is Journal of Organic Chemistry (2015), 80(24), 12100-12114, database is CAplus and MEDLINE.

Although transfer of electrophilic alkoxyl (“RO+”) from organic peroxides to organometallics offers a complement to traditional methods for etherification, application has been limited by constraints associated with peroxide reactivity and stability. We now demonstrate that readily prepared tetrahydropyranyl monoperoxyacetals react with sp³ and sp² organolithium and organomagnesium reagents to furnish moderate to high yields of ethers. The method is successfully applied to the synthesis of alkyl, alkenyl, aryl, heteroaryl, and cyclopropyl ethers, mixed O,O-acetals, and S,S,O-orthoesters. In contrast to reactions of dialkyl and alkyl/silyl peroxides, the displacements of monoperoxyacetals provide no evidence for alkoxy radical intermediates. At the same time, the high yields observed for transfer of primary, secondary, or tertiary alkoxides, the latter involving attack on neopentyl oxygen, are inconsistent with an S_N2 mechanism. Theor. studies suggest a mechanism involving Lewis acid promoted insertion of organometallics into the O-O bond.

Journal of Organic Chemistry published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Safety of Triethylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Doyle, F. P. published the artcileChemistry and pharmacology of some esters derived from basic alcohols, Application In Synthesis of 101-98-4, the publication is Journal of Medicinal Chemistry (1965), 8(5), 571-6, database is CAplus.

The preparation of a number of α-alkoxy-α,α-diphenylacetates derived from open-chain basic alcs. is described. Some of these compounds possess antitussive activity comparable to that of codeine phosphate and of the same order as that of their analogs which contain pyrrolidine or piperidine rings. 2-Diethylamino-1-(α-methoxy-α,α-diphenylacetoxy)propane rearranged on heating to 1-diethylamino-2-(α-methoxy-α,α-diphenylacetoxy)propane.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Application In Synthesis of 101-98-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sharma, Vishal R. published the artcileEfficient syntheses of macrocycles ranging from 22-28 atoms through spontaneous dimerization to yield bis-hydrazones, HPLC of Formula: 6346-09-4, the publication is RSC Advances (2020), 10(6), 3217-3220, database is CAplus and MEDLINE.

Acid treatment of a triazine displaying both a tethered acetal and BOC-protected hydrazine group leads to spontaneous condensation to yield macrocyclic dimers I (n = 1, 2; m = 1, 2, 3) in excellent yields and purity. By varying the length of the tether-the condensation product of an amino acid and amino acetal-rings comprising 22-28 atoms can be accessed. Glycine and β-alanine were used for the amino acid. The amino acetal comprised 2, 3 or 4 carbon atoms in the backbone. High-performance liquid chromatog. (HPLC) was employed to assess purity as well as to fingerprint the six homodimeric products. By combining the protected monomers and subjecting them to acid, mixtures of homodimers and heterodimers are obtained. When all six protected monomers are combined, at least 14 of the 21 theor. dimeric products are observed by HPLC. Single crystal X-ray diffraction and solution NMR studies reveal the diversity of shapes available to these mols.

RSC Advances published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C10H10O2, HPLC of Formula: 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rohit, Kizhakkekuttu Radhakrishnan published the artcileA solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation, Name: 4-(1H-Pyrrol-1-yl)phenol, the publication is Journal of Heterocyclic Chemistry (2022), 59(1), 194-200, database is CAplus.

The first manganese-catalyzed modified Clauson-Kaas reaction for N-substituted pyrroles I (R = Ph, 2-bromo-4-methylphenyl, 1,3-benzothiazol-2-yl, etc.) synthesis using 2,5-dimethoxytetrahydrofuran with variously substituted aromatic amines RNH₂ has been developed (up to 89% yield). This interesting neat strategy is free from additives including co-catalysts, ligands, and acids. Relatively low cost, environmentally benign, and handy Mn(NO₃)₂.4H₂O is employed as the catalyst under microwave conditions with a very short reaction time (20 min). The above qualities attest to the green nature of this reaction.

Journal of Heterocyclic Chemistry published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Name: 4-(1H-Pyrrol-1-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hunter, Gordon A. published the artcileSimple 3-hydroxythiophenes [thiophen-3(2H)-ones], Category: alcohols-buliding-blocks, the publication is Journal of the Chemical Society, Chemical Communications (1990), 375-6, database is CAplus.

A simple and flexible synthetic route to simple 3-hydroxythiophenes [thiophen-3(2H)-ones], including the parent compound I, was reported. Thus, pyrolysis of Meldrum’s and derivative II at 625° gave 92% hydroxythiophene III.

Journal of the Chemical Society, Chemical Communications published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts