Tag: M.W=350-400

Amino, Yusuke published the artcileSynthesis and evaluation of L-cystathionine as a standard for amino acid analysis, Safety of (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, the publication is Bioscience, Biotechnology, and Biochemistry (2017), 81(1), 95-101, database is CAplus and MEDLINE.

L-Cystathionine is a key nonprotein amino acid related to metabolic conditions. The quant. determination of L-cystathionine in physiol. fluids by amino acid anal. is important for clin. diagnosis; however, certified reference material for L-cystathionine with satisfactory purity, content, and quantity has been unavailable until recently. Consequently, a practical and simple method for the preparation of L-cystathionine was examined, which involves thioalkylation of N-tert-butoxycarbonyl-L-cysteine tert-Bu ester, derived from L-cystine, with (2S)-2-(tert-butoxycarbonyl)amino-4-iodobutanoic acid tert-Bu ester, derived from L-aspartic acid, to obtain L-cystathionine with protecting groups, followed by single-step deprotection under mild conditions. This method produces L-cystathionine in high purity (99.4%) and having sufficient percentage content according to amino acid anal., which could be used as a standard for the amino acid anal. of physiol. fluids.

Bioscience, Biotechnology, and Biochemistry published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Safety of (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Watanabe, Daisuke published the artcileSynthesis of desmosine-d₄: Improvement of isotopic purity by D-H exchange of amino groups, Computed Properties of 161370-66-7, the publication is Tetrahedron Letters (2017), 58(12), 1194-1197, database is CAplus.

Desmosine is a crosslinking pyridinium amino acid of elastin, which is a useful biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD) by LC-MS/MS anal. We previously reported a synthesis of desmosine-d₄, which is useful as an internal standard for quant. LC-MS/MS anal. of desmosines, by deuterogenation of an alkyne group; however, the isotopic purity of the desmosine-d₄ was only ca. 50%. The present report describes a new synthesis of desmosine-d₄ that improves the isotopic purity to ca. 90% by exchanging the protons of the amino groups to deuterium using deuterogenation.

Tetrahedron Letters published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C12H15BF2O2, Computed Properties of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yoshida, Suguru published the artcileSingle C-F Bond Cleavage of Trifluoromethylarenes with an ortho-Silyl Group, Product Details of C7H3BrF3I, the publication is Angewandte Chemie, International Edition (2016), 55(35), 10406-10409, database is CAplus and MEDLINE.

The transformation of a single C-F bond of trifluoromethylarenes bearing a hydrosilyl group at the ortho position was achieved. The activation of the hydrosilyl group with a trityl cation in the presence of nucleophiles allowed for selective C-F bond functionalization, for example, by allylation, carboxylation, or chlorination. Further derivatization of the resulting fluorosilylarenes afforded various aromatic difluoromethylene compounds

Angewandte Chemie, International Edition published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C14H28O5S, Product Details of C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Shi, Guangfa published the artcileSilver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent, Quality Control of 364-12-5, the publication is Organic Letters (2015), 17(1), 38-41, database is CAplus and MEDLINE.

Direct trifluoromethylation of arenes using TFA as the trifluoromethylating reagent was achieved with Ag as the catalyst. This reaction not only provides a new protocol for aryl C-H trifluoromethylation, but the generation of CF₃· from TFA may prove useful in other contexts and could potentially be extended to other trifluoromethylation reactions.

Organic Letters published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C11H12O4, Quality Control of 364-12-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Gleede, Tassilo published the artcileInvestigation of S_N2 [¹¹C]cyanation for base-sensitive substrates: an improved radiosynthesis of L-[5-¹¹C]-glutamine, Computed Properties of 161370-66-7, the publication is Amino Acids (2015), 47(3), 525-533, database is CAplus and MEDLINE.

Carbon-11 (β⁺ emitter, t_1/2 = 20.4 min) radiolabeled L-glutamine is a potentially useful mol. imaging agent that can be utilized with positron emission tomog. for both human oncol. diagnosis and plant imaging research. Based upon a previously reported [¹¹C]cyanide end-capping labeling method, a systematic investigation of nucleophilic cyanation reactions and acidic hydrolysis reaction parameters, including base, metal ion source, phase transfer catalyst, solvent, reaction temperature and reaction time, was conducted. The result was a milder, more reliable, two-step method which provides L-[5-¹¹C]-glutamine with a radiochem. yield of 63.8 ± 8.7% (range from 51 to 74%, n = 10) with >90% radiochem. purity and >90% enantiomeric purity. The total synthesis time was 40-50 min from the end of bombardment. In addition, an Fmoc derivatization method was developed to measure the specific activity of this radiotracer.

Amino Acids published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Computed Properties of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Heidbrink, Jenny L. published the artcilePolar Effects Control Hydrogen-Abstraction Reactions of Charged, Substituted Phenyl Radicals, Product Details of C7H3BrF3I, the publication is Journal of Physical Chemistry A (2001), 105(33), 7875-7884, database is CAplus.

The rate of hydrogen atom abstraction from tributyltin hydride, benzeneselenol, thiophenol, and THF was measured in the gas phase for charged Ph radicals with different neutral substituents at the meta- or ortho-position. A charged pyridinium substituent (meta or para) allowed the manipulation of the radicals in the Fourier transform ion cyclotron resonance mass spectrometer that was used to carry out the experiments All the reaction rates were found to be similarly affected by substituents on the radical: meta, H < Br ∼ Cl < CN (most reactive); ortho, H < CF₃ ∼ Cl ∼ F. The exptl. observations parallel the transition-state energies calculated for hydrogen abstraction from methanol. However, the calculated reaction exothermicities do not correlate with the reactivity trends. Instead, a correlation exists between the reactivity and electron affinity of the radicals. We conclude that the electron-withdrawing substituents studied here lower the reaction barrier by increasing the polarity of the transition state, without an associated increase in reaction exothermicity. The increase in the electron affinity (ΔEA) of the radical caused by a given substituent provides a sensitive probe for the substituent’s barrier-lowering effect (in the few cases studied in detail, the barrier is lowered by about 10% of ΔEA_v). Another way to lower the barrier involves lowering the ionization energy of the substrate. Indeed, all the radicals follow the reactivity trend of thiophenol > 4-fluorothiophenol > pentafluorothiophenol. This trend reflects the decreasing ionization energies of the three substrates rather than the decreasing reaction exothermicities or increasing homolytic bond-dissociation energies (4-fluorothiophenol > thiophenol > pentafluorothiophenol). Apparently, the polar control overrides the enthalpic control in this case. The results reported for radicals with different distances between the radical site and the charged group suggest that similar substituent effects are expected for neutral Ph radicals, and that the hydrogen abstraction ability of heteroaromatic radicals is likely to be tunable by pH.

Journal of Physical Chemistry A published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Product Details of C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Suga, Takeo published the artcileCathode- and Anode-Active Poly(nitroxylstyrene)s for Rechargeable Batteries: p- and n-Type Redox Switching via Substituent Effects, Formula: C7H3BrF3I, the publication is Macromolecules (Washington, DC, United States) (2007), 40(9), 3167-3173, database is CAplus.

Three polystyrenes bearing redox-active nitroxide radical(s) in each repeating unit, poly[4-(N-tert-butyl-N-oxylamino)styrene] (1), poly[3,5-di(N-tert-butyl-N-oxylamino)styrene] (2), and poly[4-(N-tert-butyl-N-oxylamino)-3-trifluoromethylstyrene] (3), were synthesized via free radical polymerization of protected precursor styrenic derivatives and subsequent chem. oxidation The radicals in these polymers were robust at ambient conditions, and the polymers possessed radical densities of 2.97 × 10²¹, 4.27 × 10²¹, and 1.82 × 10²¹ unpaired electrons/g for 1-3, resp., resulting in an electrode-active material with a high charge/discharge capacity. Particularly, the dinitroxide functional polymer 2 possessed the highest radical d. Cyclic voltammetry of the poly(nitroxylstyrene) 1 revealed a reversible redox at 0.74 V vs. Ag/AgCl, which was assigned to the oxidation of the nitroxide radical to form the oxoammonium cation (p-type doped state). However, the poly(nitroxylstyrene) ortho-substituted with the electron-withdrawing trifluoromethyl Group 3 showed a reversible redox at -0.76 V, ascribed to the n-type redox pair between the nitroxide radical and the aminoxy anion. Thus, the nitroxide radical polymer could be switched from p-type material suitable for a cathode to n-type material (anode-active) via altering the electron-withdrawing character of the substituents on the poly(nitroxylstyrene). This is the 1st report of an n-type radical polymer and the 1st report of using substituent effects to switch the redox behavior of the polymer. This versatile switching ability enables these polymers to function as components of metal-free electrodes in rechargeable batteries.

Macromolecules (Washington, DC, United States) published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C9H7NO2, Formula: C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Zhang, Zhen-Qi published the artcileCopper-Catalyzed/Promoted Cross-coupling of gem-Diborylalkanes with Nonactivated Primary Alkyl Halides: An Alternative Route to Alkylboronic Esters, Synthetic Route of 161370-66-7, the publication is Organic Letters (2014), 16(24), 6342-6345, database is CAplus and MEDLINE.

The first copper-catalyzed/promoted sp³-C Suzuki-Miyaura coupling reaction of gem-diborylalkanes with nonactivated electrophilic reagents is reported. Not only 1,1-diborylalkanes but also some other gem-diborylalkanes can be coupled with nonactivated primary alkyl halides, offering a new method for sp³C-sp³C bond formation and, simultaneously, providing a new strategy for the synthesis of alkylboronic esters.

Organic Letters published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C6H8BNO3, Synthetic Route of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Liu, Liu published the artcileSyntheses, Biological Evaluations, and Mechanistic Studies of Benzo[c][1,2,5]oxadiazole Derivatives as Potent PD-L1 Inhibitors with In Vivo Antitumor Activity, Name: 2-Bromo-1-(bromomethyl)-3-iodobenzene, the publication is Journal of Medicinal Chemistry (2021), 64(12), 8391-8409, database is CAplus and MEDLINE.

A series of novel benzo[c][1,2,5]oxadiazole derivatives were designed, synthesized, and biol. evaluated as inhibitors of PD-L1. Among them, compound I [R = H] exhibited 1.8 nM IC₅₀ value in a homogeneous time-resolved fluorescence (HTRF) assay, which was 20-fold more potent than the lead compound BMS-1016 (II). In the surface plasmon resonance (SPR) assay, compound I [R = H] bound to human PD-L1 (hPD-L1) with a K_D value of 3.34 nM, without showing any binding to hPD-1. In the cell-based coculture assay, compound I [R = H] blocked PD-1/PD-L1 interaction with an EC₅₀ value of 375 nM, while BMS-1016 had an EC₅₀ value of 2075 nM. Moreover, compound I [R = Et] , an ester prodrug of compound I [R = H], was orally bioavailable and displayed significant antitumor effects in tumor models of syngeneic and PD-L1 humanized mice. Mechanistically, compound I [R = Et] exhibited significant in vivo antitumor effects probably through promoting antitumor immunity. Together, this series of benzoxadiazole PD-L1 inhibitors holds promise for tumor immunotherapy. Preclin. trials with selected compounds are ongoing in our laboratory

Journal of Medicinal Chemistry published new progress about 1261649-03-9. 1261649-03-9 belongs to iodides-buliding-blocks, auxiliary class Bromide,Iodide,Benzyl bromide,Benzene, name is 2-Bromo-1-(bromomethyl)-3-iodobenzene, and the molecular formula is C7H5Br2I, Name: 2-Bromo-1-(bromomethyl)-3-iodobenzene.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Lu, Xi published the artcileExpedient synthesis of chiral α-amino acids through nickel-catalyzed reductive cross-coupling, Synthetic Route of 161370-66-7, the publication is Chemistry – A European Journal (2014), 20(47), 15339-15343, database is CAplus and MEDLINE.

A novel method for the synthesis of non-natural L– and D-amino acids by a Ni-catalyzed reductive cross-coupling reaction is described. This strategy enables the racemization-free cross-coupling of serine/homoserine-derived iodides with aryl/acyl/alkyl halides. It provides convenient access to varieties of enantiopure and functionalized amino acids, which are important building blocks in bioactive compounds and pharmaceuticals.

Chemistry – A European Journal published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Synthetic Route of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com