Tag: 200-300

In 2014,Magano, Javier; Conway, Brian G.; Farrand, Douglas; Lovdahl, Michael; Maloney, Mark T.; Pozzo, Mark J.; Teixeira, John J.; Rizzo, John; Tumelty, David published 《Scalable and cost-effective synthesis of a linker for bioconjugation with a peptide and a monoclonal antibody》.Synthesis published the findings.Application of 139115-91-6 The information in the text is summarized as follows:

An efficient, scalable, and cost-effective synthesis of a linker, that can be employed in a bioconjugation process with a peptide and a monoclonal antibody, is presented. Several routes were investigated that resulted in the identification of a short synthesis to a key acid intermediate from inexpensive and readily available starting materials. The final coupling of this acid with an aniline to afford the desired linker has been optimized to produce multi-gram quantities of material for clin. studies. The very limited purifications needed for both intermediates and final product make this route amenable to scale. The experimental process involved the reaction of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Application of 139115-91-6)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Application of 139115-91-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Phthalimide-Carried Disulfur Transfer To Synthesize Unsymmetrical Disulfanes via Copper Catalysis》 was written by Zou, Jiaoxia; Chen, Jinhong; Shi, Tao; Hou, Yongsheng; Cao, Fei; Wang, Yongqiang; Wang, Xiaodong; Jia, Zhong; Zhao, Quanyi; Wang, Zhen. Formula: C12H10S2This research focused onunsym disulfane preparation; phthalimide disulfur boronic acid cross coupling copper catalyst. The article conveys some information:

A versatile Cu-catalyzed cross-coupling reaction to various unsym. disulfanes R1SSR2 (R1 = Bn, Ph, 4-ClC6H4, etc.; R2 = 4-BrC6H4, 4-NCC6H4, 2-naphthyl, etc.) has been presented, from phthalimide-carried disulfur transfer reagents and com. available boronic acids under mild and practical conditions. The method features the unprecedented use of phthalimide-carried disulfurating reagents (Harpp reagent) in cross-coupling chem. and is highlighted by the broad substrate scopes, even applicable for the transfer of aryl-disulfur moieties (ArSS-). Notably, the robustness of this methodol. is shown by the late-stage modification of bioactive scaffolds of coumarin, estrone, and captopril. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Formula: C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Formula: C12H10S2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Convenient Unsymmetrical Disulfane Synthesis: Basic Zeolite-Catalyzed Thiol-Disulfane Exchange Reaction》 was written by Yamamoto, Eiji; Kawai, Yasutaka; Takakura, Kei; Kimura, Moemi; Murayama, Haruno; Matsueda, Hironobu; Otsuki, Shujiro; Sakata, Hiroshi; Tokunaga, Makoto. COA of Formula: C12H10S2This research focused onunsym disulfane preparation; thiol disulfide exchange reaction zeolite catalyst. The article conveys some information:

Convenient catalytic synthetic methods for the preparation of unsym. disulfanes RSSR1 (R = dodecyl, cyclohexyl, benzyl, furan-2-yl, etc.; R1 = Me, cyclohexyl, benzyl, pyridin-2-yl, etc.) are described. Na-exchanged X type zeolite (Na-X), com. available as MS-13X, effectively catalyzes thiol-disulfane exchange reactions with 1.0 equiv of thiols RSH and 2.5-3.0 equiv of disulfanes R1SSR1 at 10°C to room temperature under air. The reactions of sterically-hindered disulfanes or electron-deficient thiol substrates require high temperatures under inert atmospheres to maintain the good product yields. Various functionalized thiols and disulfanes are tolerant in the present catalytic systems, affording the corresponding unsym. disulfanes in good-to-high yields (up to 96%). The Na-X catalyst was successfully recycled 10 times without loss of yield. Preliminary mechanistic studies suggest the involvement of base-catalyzed SN2-S displacement and/or addition-elimination mechanisms, assisted by hydrogen-bonding interactions. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7COA of Formula: C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. COA of Formula: C12H10S2 The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamateIn 2020 ,《Effects of modifying thioflavin T at the N3-position on its G4 binding and fluorescence emission》 was published in Molecules. The article was written by Kataoka, Yuka; Fujita, Hiroto; Endoh, Tamaki; Sugimoto, Naoki; Kuwahara, Masayasu. The article contains the following contents:

We previously synthesized thioflavin T (ThT) with a hydroxyethyl group introduced at the N3-position (ThT-HE), which binds predominantly to the parallel G-quadruplex (G4) structure found in c-Myc and emits strong fluorescence. In this study, to investigate the effects of introduced substituents on G4 binding and fluorescence emission, a ThT derivative in which the hydroxyl group of ThT-HE was replaced with an amino group (ThT-AE) was synthesized for the first time. Furthermore, three other N3-modified ThT derivatives (ThT-OE2, ThT-SP, and ThT-OE11) having different substituent structures were synthesized by the N-acylation of the terminal amino group of ThT-AE, and their G4-binding and emission properties were investigated. The results showed that, although ThT-AE shows binding selectivity depending on the type of G4, its emission intensity is significantly decreased as compared to that of ThT-HE. However, ThT-OE11, which features an 11-unit oxyethylene chain attached to the terminal amino group of ThT-AE, regained about one-half of the emission intensity of ThT-HE while retaining selectivity for G4s. Accordingly, ThT-OE11 may be used as a key intermediate for synthesizing the conjugates of G4 binders and probes. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Reference of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Reference of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

COA of Formula: C12H10S2In 2021 ,《PdCl2/DMSO-Catalyzed Thiol-Disulfide Exchange: Synthesis of Unsymmetrical Disulfide》 was published in Organic Letters. The article was written by Guo, Jimin; Zha, Jianjian; Zhang, Tao; Ding, Chang-Hua; Tan, Qitao; Xu, Bin. The article contains the following contents:

Unsym. disulfides was effectively prepared through thiol exchange with sym. disulfides employed a simple PdCl2/DMSO catalytic system. The given method featured excellent functional group tolerance, a broad substrate scope, and operational simplicity. This reaction is especially useful for late-stage functionalization of bioactive scaffolds such as peptides and pharmaceuticals. Disulfide-containing organic dyes was also prepared This transformation would be extended to thiol-diselenide or thiol-ditelluride exchange afforded RS-SeR’ or RS-TeR’. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7COA of Formula: C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Ethers do have nonbonding electron pairs on their oxygen atoms, and they can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.COA of Formula: C12H10S2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of C12H10S2In 2019 ,《A synthesis of sulfoxides and disulfides under classical and ultrasonic conditions in presence of recoverable inorganic-organic hybrid magnetism nanocatalysts Fe3O4@Tryptophan-M (M: Cu, Co and Fe)》 was published in Polyhedron. The article was written by Moeini, Nazanin; Ghadermazi, Mohammad; Ghorbani-Choghamarani, Arash. The article contains the following contents:

Three inorganic-organic hybrid magnetic nanocatalysts have been reported as new catalysts for the synthesis of sulfoxides and disulfides. Also, the effect of ultrasound irradiation on the synthesis of sulfoxides and disulfides was checked. The time of reaction was reduced and the yield was improved in the ultrasonic method compared with the conventional method. Magnetic nanoparticles were used for several times without any significant change in activity. Easy synthesis, high catalytic activity, mild reaction conditions, eco-friendliness, ease of separation of the catalysts and good reusability are their advantages. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diphenyldisulfane(cas: 882-33-7Electric Literature of C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Electric Literature of C12H10S2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Recyclable nickel-catalyzed C-H/O-H dual functionalization of phenols with mandelic acids for the synthesis of 3-aryl benzofuran-2(3H)-ones under solvent-free conditions》 were Tang, Zhi; Tong, Zhou; Xu, Zhihui; Au, Chak-Tong; Qiu, Renhua; Yin, Shuang-Feng. And the article was published in Green Chemistry in 2019. Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid The author mentioned the following in the article:

Herein, a protocol was developed for the efficient synthesis of 3-aryl-benzofuran-2(3H)-ones I [R = H, 5-Me, 7-t-Bu, etc.; R1 = Ph, 4-HOC6H4, 2-ClC6H4, etc.] via C-H/O-H bond dual functionalization of phenols with mandelic acids under solvent-free conditions using Ni(OTf)2 as catalyst. The nickel catalyst could be easily recycled in a test of three runs at the scale of 10 mmol without significant decline in the product yield. It was demonstrated that the yield of the desired products could be increased, for example, in the synthesis of the antioxidant Irganox HP-136 to a scale of 166 g. In the experimental materials used by the author, we found 2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid)

2-Hydroxy-2-(4-propoxyphenyl)acetic acid(cas: 79694-16-9) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Reference of 2-Hydroxy-2-(4-propoxyphenyl)acetic acid They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

COA of Formula: C14H21BO3On June 12, 2017, Zhu, Lei; Qi, Xiaotian; Li, Yingzi; Duan, Meng; Zou, Lufeng; Bai, Ruopeng; Lan, Yu published an article in Organometallics. The article was 《Ir(III)/Ir(V) or Ir(I)/Ir(III) Catalytic Cycle? Steric-Effect-Controlled Mechanism for the para-C-H Borylation of Arenes》. The article mentions the following:

A potential energy surface for iridium-catalyzed C-H-borylation of aromatic compounds was calculated; while bulky phosphine ligands favor Ir(I)-Ir(III) C-H activation, small amine ligands promote formation of triboryl Ir(V) intermediates. D. functional theory method N12 was used to study the mechanism of the [Ir(cod)OH]2/Xyl-MeO-BIPHEP-catalyzed para-selective C-H borylation reaction. The results revealed that the use of a bulky diphosphine ligand such as Xyl-MeO-BIPHEP was unfavorable for the previously proposed iridium(III)/iridium(V) catalytic cycle because it resulted in considerable steric repulsion in the hepta-coordinated iridium(V) intermediate. Inspired by this steric effect, we have proposed a novel iridium(I)/iridium(III)-based catalytic cycle for this transformation and shown that it can be used to account for the exptl. results. The iridium(I)/iridium(III) catalytic cycle induced by this steric effect consists of several steps, including: (i) the oxidative addition of the C-H bond of the substrate to an active iridium(I) boryl complex; (ii) the reductive elimination of a C-B bond; (iii) the oxidative addition of B2pin2 to an iridium(I) hydride complex; and (iv) the reductive elimination of a B-H bond. Notably, the computed regioselectivity of this reaction was consistent with the exptl. observations. The high para-selectivity of this reaction was also explained using structural anal. and a 2D contour model, which revealed that the strong steric repulsion between the diphosphine ligand and the meta-substituents resulted in a higher energy barrier for meta-C-H activation. The experimental process involved the reaction of 2-(4-Methoxy-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 214360-63-1COA of Formula: C14H21BO3)

2-(4-Methoxy-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 214360-63-1) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. COA of Formula: C14H21BO3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

SDS of cas: 139115-91-6In 2019 ,《Design and synthesis of trivalent Tn glycoconjugate polymers by nitroxide-mediated polymerization》 was published in Tetrahedron. The article was written by Liu, Si-Xian; Tsai, Yun-Tzu; Lin, Yu-Tung; Li, Jia-Yue; Chang, Che-Chien. The article contains the following contents:

A new synthetic method for preparing Tn glycoconjugate polymers, containing tumor-associated carbohydrate antigens, by controlled living radical polymerization is reported. To mimic the authentic structures of Tn glycopeptide antigens and to explore the controlled living radical polymerization, three tumor-associated carbohydrate antigens (GalNAc, GalNAcα1-O-Ser, and GalNAcα1-O-Thr) were attached to a styrene-type monomer through a diethylene glycol spacer. Under nitroxide-mediated polymerization, controlled living radical polymerization proceeded to afford defined glycopeptide polymers with different Tn densities and compositions The polydispersity index (PDI) and mol. weights were increased and conversions were decreased upon increasing the concentration of Tn glycoconjugate monomers. The resulting Tn glycoconjugate polymers were characterized by NMR and IR. The spectral data indicate that the Tn glycoconjugate moiety did attach to the polymer chain and Tn glycoconjugate d. could be adjusted through the nitroxide-mediated polymerization conditions. The number of Tn units containing in the polymer chains could be estimated by NMR integration. This synthetic approach provides a new and efficient tool for constructing novel Tn glycoconjugate polymers. The results came from multiple reactions, including the reaction of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6SDS of cas: 139115-91-6)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. SDS of cas: 139115-91-6 Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of C12H10S2In 2019 ,《Fe(III)-Catalyzed direct C3 chalcogenylation of indole: the effect of iodide ions》 was published in Tetrahedron. The article was written by Luz, Eduardo Q.; Seckler, Diego; Araujo, Janylson Souza; Angst, Leonardo; Lima, David B.; Maluf Rios, Elise Ane; Ribeiro, Ronny R.; Rampon, Daniel S.. The article contains the following contents:

A mild and efficient protocol for the synthesis of selenyl/sulfenyl-indoles I [R = H, Me, SPh, SePh; R1 = H, Me, Bn; R2 = Me, SPh, SePh, etc.] was developed via iron (III)-catalyzed C3 chalcogenylation of indoles with (diaryl)disulfides/diselenides and the role of the iodide ions in this transformation was investigated. EPR experiments revealed the reduction of Fe(III) to Fe(II) under the reaction conditions, supported the formation of mol. iodine in the system, which in effect catalyze the reaction. The scope of the chalcogenylation was broad. In the experiment, the researchers used many compounds, for example, 1,2-Diphenyldisulfane(cas: 882-33-7Synthetic Route of C12H10S2)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.Synthetic Route of C12H10S2Although ethers resist hydrolysis, they are cleaved by hydrobromic acid and hydroiodic acid. Hydrogen chloride cleaves ethers only slowly.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem