Tag: M.W=250-300

Gao, Shouhai published the artcileBuilding fluorescent sensors for carbohydrates using template-directed polymerizations, Computed Properties of 166821-88-1, the publication is Bioorganic Chemistry (2001), 29(5), 308-320, database is CAplus and MEDLINE.

The ability to custom-make fluorescent sensors for different analytes could have a tremendous impact in a variety of areas. Template-directed polymerization or mol. imprinting seems to be a promising approach for the preparation of high-affinity and specific binding sites for different template mols. However, the application of mol. imprinting in the preparation of fluorescent sensors has been hampered by the lack of suitable fluorescent tags, which would respond to the binding event with significant fluorescence intensity changes. We have designed and synthesized a fluorescent monomer (1) that allows for the preparation of fluorescent sensors of cis diols using mol. imprinting methods. This monomer has been used for the preparation of imprinted polymers as sensitive fluorescent sensors for d-fructose. The imprinted polymers prepared showed significant fluorescence intensity enhancement upon binding with the template carbohydrate. (c) 2001 Academic Press.

Bioorganic Chemistry published new progress about 166821-88-1. 166821-88-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzyl bromide,Benzene,Boronic Acids,Boronic acid and ester, name is 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane, and the molecular formula is C12H16BBrO2, Computed Properties of 166821-88-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Cheng, Cang published the artcileEnantioselective synthesis of quaternary 3,4-dihydroisoquinolinones via Heck carbonylation reactions: development and application to the synthesis of Minalrestat analogues, Application In Synthesis of 76283-09-5, the publication is Chemical Science (2019), 10(42), 9853-9858, database is CAplus and MEDLINE.

Minalrestat and its analogs represent structurally novel aldose reductase inhibitors, and the asym. synthesis of such pharmaceutically privileged mols. has not been reported yet. We have developed a palladium-catalyzed enantioselective intramol. carbonylative Heck reaction by using formate esters as the source of CO, which represents the first enantioselective synthesis of quaternary 3,4-dihydroisoquinolines. The reaction provides a facile and efficient method for the synthesis of enantiopure nitrogen-containing heterocyclic compounds bearing an all-carbon quaternary stereocenter. The reaction has been successfully applied to the first asym. synthesis of Minalrestat analogs.

Chemical Science published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Application In Synthesis of 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ng, Man-Kit published the artcilePhotorefractive Effects and Structure/Property Correlation of Oligothiophenes Functionalized with Nonlinear Optical Chromophores, Safety of 2-Bromo-3-(2-ethylhexyl)thiophene, the publication is Chemistry of Materials (2000), 12(10), 2988-2995, database is CAplus.

A homologous series of fully functionalized regioregular oligo(3-alkylthiophenes) 10-12 bearing a nonlinear optical (NLO) chromophore was synthesized. An alternating sequence of bromination and Stille cross-coupling reactions was developed for the synthesis of these oligomers and regiochem. pure, trimethylsilyl-substituted bithiophene organostannane 2c was utilized as the building block. The resulting materials were shown to form stable amorphous films exhibiting a large photorefractive (PR) effect. Two-beam coupling and degenerate four-wave mixing experiments demonstrate large optical net gain and high diffraction efficiency. The PR performance of these oligomers depends on the π-conjugation chain length with an optimized conjugation length.

Chemistry of Materials published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Safety of 2-Bromo-3-(2-ethylhexyl)thiophene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zheng, Jian published the artcileDifluorocarbene-Derived Trifluoromethylthiolation and [¹⁸F]Trifluoromethylthiolation of Aliphatic Electrophiles, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is Angewandte Chemie, International Edition (2015), 54(45), 13236-13240, database is CAplus and MEDLINE.

The first trifluoromethylthiolation and [¹⁸F]trifluoromethylthiolation of alkyl electrophiles with in situ generated difluorocarbene in the presence of elemental sulfur and external (radioactive) fluoride ion is described. This transition-metal-free approach is high yielding, compatible with a variety of functional groups, and operated under mild reaction conditions. The conceptual advantage of this exogenous-fluoride-mediated transformation enables unprecedented syntheses of [¹⁸F]CF₃S-labeled mols. from most commonly used [¹⁸F]fluoride ions. The rapid radiochem. reaction time (≤1 min) and high functional-group tolerance allow access to a variety of aliphatic [¹⁸F]CF₃S compounds in high yields.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C10H10O2, Name: (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ghiringhelli, Francesca published the artcileDirect β- and γ-C(sp³)-H Alkynylation of Free Carboxylic Acids, Computed Properties of 21101-63-3, the publication is Angewandte Chemie, International Edition (2020), 59(51), 23127-23131, database is CAplus and MEDLINE.

The authors report the identification of a novel class of ligands for palladium-catalyzed C(sp³)-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both α-quaternary and challenging α-non-quaternary can be used as substrates. Addnl., the alkynylation in the distal γ-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.

Angewandte Chemie, International Edition published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Computed Properties of 21101-63-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Goto, Shunsuke published the artcileThe Process Development of a Novel Aldose Reductase Inhibitor, FK366. Part 1. Improvement of Discovery Process and New Syntheses of 1-Substituted Quinazolinediones, Quality Control of 76283-09-5, the publication is Organic Process Research & Development (2003), 7(5), 700-706, database is CAplus.

The novel aldose reductase inhibitor FK366 I is prepared on multikilogram scale by an improved, practical and cost-effective process. Addition of base to a solution of 2-amino-4-chlorobenzoic acid followed by addition of sodium cyanate at pH 6-7 and a second treatment with aqueous sodium hydroxide yields the quinazoline II; the pH is carefully controlled in the cyanate addition step by addition of hydrochloric acid to the reaction mixture, preventing the decomposition of cyanate while allowing the cyclocondensation reaction to occur at a reasonable rate. Silylation of II with bis(trimethylsilyl)amide in the presence of sulfuric acid (with careful mixing of bis(trimethylsilyl)amide and sulfuric acid to avoid violent reaction) yields an intermediate bis(trimethylsilyloxy)quinazoline which undergoes regioselective alkylation in Et acetate to provide the intermediate III in good yield as a single regioisomer. Alkylation of the remaining free nitrogen of the quinazoline with 4-bromo-2-fluorobenzyl bromide followed by basic hydrolysis of the ethoxycarbonyl moiety yields I on 35 kg scale. The dibenzylated quinazoline IV, resulting from incomplete reaction of II in the regioselective alkylation reaction with Et bromoacetate followed by subsequent dibenzylation, acts as a initiator for the formation of an undesired polymorph of I which is difficult to filter and which forms thick slurries. Seeding solutions of I containing ≥1% of IV with either polymorph of I results in crystallization of the undesired polymorph of I from solution Solutions with 0.5% IV yield different polymorphs depending on the identity of the seed crystal; seeding the solution with a crystal of the undesired polymorph of I provides crystals of the undesired polymorph of I, while seeding the solution with a crystal of the desired polymorph of I results in crystallization of the desired polymorph of I. Monitoring of the initial silylation and regioselective alkylation step by HPLC is used to minimize the amount of IV present in the final product and thus to provide the desired polymorph of I upon recrystallization

Organic Process Research & Development published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Quality Control of 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Hsing-Ju published the artcileNovel polythiophene derivatives functionalized with conjugated side-chain pendants comprising triphenylamine/carbazole moieties for photovoltaic cell applications, COA of Formula: C12H19BrS, the publication is Polymer Chemistry (2013), 4(3), 506-519, database is CAplus.

We synthesized a series of polythiophenes (PTs) featuring 2-ethylhexyl-substituted terthiophene (T) or quaterthiophene (BT) as the conjugated unit in the polymer backbone with pendant conjugated tert-butyl-substituted triphenylamine (tTPA)- or carbazole (tCz)-containing moieties as side chains, namely PTtTPA, PBTtTPA, PTtCz and PBTtCz. Incorporating T and BT moieties into the polymer backbone and attaching tTPA or tCz units promoted efficient conjugation within the extended conjugated frameworks of the polymers, resulting in lower band-gap energies and red-shifting of the maximal UV-Vis absorption wavelength. The higher electron-donating ability of tTPA resulted in broader absorption bands and lower band-gap energies of PTtTPA and PBTtTPA as compared with PTtCz and PBTtCz. Incorporation of the T and BT moieties into the polymer backbone enhanced the compatibility of PT and the fullerene derivative by reducing the side-chain d. of PT, thus providing sufficient free volume for efficient incorporation of [6,6]phenyl-C₆₁-butyric acid Me ester (PC₆₁BM) into the polymer chains. Polymer solar cells (PSCs) were fabricated by spin-coating a blend of each PT with the fullerene derivative (PC₆₁BM) as a composite film-type photoactive layer; PBTtTPA/PC₆₁BM-based PSCs showed superior photovoltaic (PV) performance to PTtTPA/PC₆₁BM-based PSCs in terms of conjugation and absorption band broadness. However, PBTtCz/PC₆₁BM-based PSCs showed inferior PV performance to PTtCz/PC₆₁BM-based PSCs. The lower HOMO level led to a higher open-circuit voltage (V_oc; 0.74 V) and larger photo-energy conversion efficiency (η; 2.77%) of PTtCz/PC₆₁BM-based PSCs.

Polymer Chemistry published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C8H5F3N4, COA of Formula: C12H19BrS.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Schneider, Leon N. published the artcileStable and Storable N(CF₃)₂ Transfer Reagents, Formula: C7H5Br2F, the publication is Chemistry – A European Journal (2021), 27(42), 10973-10978, database is CAplus and MEDLINE.

Fluorinated groups are essential for drug design, agrochems., and materials science. The bis(trifluoromethyl)amino group is an example of a stable group that has a high potential. While the number of mols. containing perfluoroalkyl, perfluoroalkoxy, and other fluorinated groups is steadily increasing, examples with the N(CF₃)₂ group are rare. One reason is that transfer reagents are scarce and metal-based storable reagents are unknown. Herein, a set of Cu^I and Ag^I bis(trifluoromethyl)amido complexes stabilized by N- and P-donor ligands with unprecedented stability are presented. The complexes are stable solids that can even be manipulated in air for a short time. They are bis(trifluoromethyl)amination reagents as shown by nucleophilic substitution and Sandmeyer reactions. In addition to a series of benzylbis(trifluoromethyl)amines, 2-bis(trifluoromethyl)amino acetate was obtained, which, upon hydrolysis, gives the fluorinated amino acid-N,N-bis(trifluoromethyl)glycine.

Chemistry – A European Journal published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Formula: C7H5Br2F.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bovonsombat, Pakorn published the artcileRegioselective monobromination of aromatics via a halogen bond acceptor-donor interaction of catalytic thioamide and N-bromosuccinimide, Formula: C10H6Br2, the publication is Tetrahedron (2017), 73(46), 6564-6572, database is CAplus.

Regioselective monobromination of various aromatics was achieved at room temperature using N-bromosuccinimide and 5 mol% of thioamides in acetonitrile. With thiourea as catalyst, activated aromatics, such as anisole, acetanilide, benzamide and phenol analogs containing electron donating or withdrawing groups, were brominated with high regioselectivity. Room temperature brominations of weakly activated aromatics and deactivated 9-fluorenone were accomplished by 5 mol% thioacetamide, higher substrates concentrations and longer reaction times. A backbonding of the bromine lone pairs with the π^*of C=S group and a halogen bond between the halogen bond donor bromine and the halogen bond acceptor sulfur of the thioamide are thought to be the principal interactions and cause of N-bromosuccinimide activation.

Tetrahedron published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Formula: C10H6Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Caldirola, P. published the artcileSynthesis of [³H]-VUF 4576: a new radiolabeled calcium antagonist, Product Details of C9H8BrF3, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (1992), 31(12), 987-93, database is CAplus.

The new radiolabeled [³H]-VUF 4576 (I) was prepared by an easy procedure using com. available C³H₃I. The new radiolabeled ligand [³H]-VUF 4576 belongs to a subclass of prenylamine analogs which interfere with calcium regulated pathways. The compound has been synthesized in order to study the interaction of other compounds with these mechanisms and in particular the site of action of this subclass of calcium entry blockers and calmodulin antagonists (phosphodiesterase inhibitors).

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Product Details of C9H8BrF3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary