Month: October 2022

Prasad, J. V. N. Vara; Markoski, Larry J.; Boyer, Fred E.; Domagala, John M.; Ellsworth, Edmund L.; Gajda, Christopher; Hagen, Susan E.; Tait, Bradley D.; Lunney, Elizabeth A.; Tummino, Peter J.; Ferguson, Donna; Holler, Tod; Hupe, Donald; Nouhan, Carolyn; Gracheck, Stephen J.; VanderRoest, Steven; Saunders, James; Iyer, K.; Sinz, M. published the artcile< Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydro-2-pyranones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety>, Quality Control of 10305-42-7, the main research area is HIV protease inhibitor sulfamate hydroxyphenylethyloxopyranylthiophenyl ester preparation; virucide sulfamate hydroxyphenylethyloxopyranylthiophenyl ester preparation; structure activity sulfamate hydroxyphenylethyloxopyranylthiophenyl ester preparation.

Dihydropyran-2-ones possessing a sulfamate moiety at the 4-position of a phenylthio ring were designed to reach S3′ pocket of the HIV protease. Synthetic routes for the preparation of thiotosylates possessing 3-(2-tert-butyl-5-methyl-4-sulfamate) phenylthio moiety were established. SAR of various sulfamate analogs including HIV protease binding affinities, antiviral activities and therapeutic indexes will be described. An example compound thus prepared and tested was sulfamic acid 4-[[5,6-dihydro-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenyl ester.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 10305-42-7 belongs to class ethers-buliding-blocks, and the molecular formula is C3H8ClNO2S, Quality Control of 10305-42-7.

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

Sano, H.; Nishimura, J. published the artcile< Product class 11: dimethylenecyclobutenes and quinodimethanes>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is review dimethylene cyclobutene preparation organic synthesis; quinodimethane preparation organic synthesis review.

A review of methods to prepare dimethylenecyclobutenes and quinodimethanes.

Science of Synthesis published new progress about Cycloalkenes Role: SPN (Synthetic Preparation), PREP (Preparation) (dimethylene-). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

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

Wright, Jay S.; Sharninghausen, Liam S.; Preshlock, Sean; Brooks, Allen F.; Sanford, Melanie S.; Scott, Peter J. H. published the artcile< Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes>, Product Details of C13H19BO3, the main research area is sequential iridium copper mediated regioselective radiofluorination arene heteroarene.

This article describes a sequential Ir/Cu-mediated process for the meta-selective C-H radiofluorination of (hetero)arene substrates. In the first step, Ir-catalyzed C(sp2)-H borylation affords (hetero)aryl pinacolboronate (BPin) esters. The intermediate organoboronates are then directly subjected to copper-mediated radiofluorination with [18F]tetrabutylammonium fluoride to afford fluorine-18 labeled (hetero)arenes in high radiochem. yield and radiochem. purity. This entire process is performed on a bench top without Schlenk or glove box techniques and circumvents the need to isolate (hetero)aryl boronate esters. The reaction was automated on a TracerLab FXFN module with 1,3-dimethoxybenzene and a meta-tyrosine derivative The products, [18F]1-fluoro-3,5-dimethoxybenzene and an 18F-labeled meta-tyrosine derivative, were obtained in 37 ± 5% isolated radiochem. yield and >99% radiochem. purity and 25% isolated radiochem. yield and 99% radiochem. purity, and 0.52 Ci/μmol (19.24 GBq/μmol) molar activity (Am), resp.

Journal of the American Chemical Society published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Product Details of C13H19BO3.

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

Gu, Lijun; Jin, Cheng; Guo, Junming; Zhang, Lizhu; Wang, Wei published the artcile< A novel strategy for the construction of substituted benzoxazoles via a tandem oxidative process>, Name: 2-Amino-3-methoxyphenol, the main research area is toluene aminophenol tandem oxidative cyclization iron bromide catalyst; benzoxazole preparation.

A practical and simple synthesis of benzoxazoles from easily available substrates was developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple toluene derivatives and 2-aminophenols. This method represents a straightforward approach to access substituted benzoxazoles.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent). 40925-69-7 belongs to class ethers-buliding-blocks, and the molecular formula is C7H9NO2, Name: 2-Amino-3-methoxyphenol.

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

Bam, Radha; Pollatos, Alexandros S.; Moser, Austin J.; West, Julian G. published the artcile< Mild olefin formation via bio-inspired vitamin B12 photocatalysis>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is haloalkane cobalamin catalyst regioselective photochem dehydrohalogenation; alkene preparation; alkyl sulfonate cobalamin catalyst regioselective photochem olefination; olefin preparation.

A light-driven B12-based catalytic system that leverages this reactivity to convert alkyl electrophiles to olefins under incredibly mild conditions using only earth abundant elements was reported. Further, this process exhibited a high level of regioselectivity, producing terminal olefins in moderate to excellent yield and exceptional selectivity. Finally, it was able to access a hitherto-unknown transformation, remote elimination, using two cobalt catalysts in tandem to produce subterminal olefins with excellent regioselectivity. Together, vitamin B12 to be a powerful platform for developing mild olefin-forming reactions was showed.

Chemical Science published new progress about Alkanesulfonates Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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

Chu, Guo-Hua; Milano, Shawn; Kluth, Lisa; Rhodes, Michael; Boni, Riccardo; Johnson, David A.; Li, Pui-Kai published the artcile< Structure-activity relationship studies of the amide functionality in (p-O-sulfamoyl)-N-alkanoyl tyramines as estrone sulfatase inhibitors>, SDS of cas: 52244-70-9, the main research area is sulfamoylalkanoyl tyramine preparation estrone sulfatase inhibition.

Recently, we reported the synthesis and biochem. studies of a series of (p-O-sulfamoyl)-N-alkanoyl tyramines as nonsteroidal estrone sulfatase inhibitors. One of the most potent inhibitors in this series is (p-O-sulfamoyl)-N-tridecanoyl tyramine (I) with an IC50 value of 61.3 nM. In this study, we synthesized four analogs of this compound to investigate the structure-activity relationships of the amide functionality in (p-O-sulfamoyl)-N-tridecanoyl tyramine. Replacement of the amide functionality with an ethylene moiety resulted in complete loss of sulfatase inhibitory activity (IC50 of 61.3 nM vs. >20 μM). The keto, hydroxy, and ester analogs were 8-15 times less in affinity to the sulfatase than inhibitor I. However, their inhibitory activities are significantly higher than the ethylene analog. The results suggest that the amide functionality is favorable for sulfatase inhibitory activity and that there may be a hydrogen bonding component to the enzyme interaction in this region.

Steroids published new progress about Structure-activity relationship, enzyme-inhibiting. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, SDS of cas: 52244-70-9.

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

Evans, Kieren J.; Morton, Paul A.; Luz, Christian; Miller, Callum; Raine, Olivia; Lynam, Jason M.; Mansell, Stephen M. published the artcile< Rhodium Indenyl NHC and Fluorenyl-Tethered NHC Half-Sandwich Complexes: Synthesis, Structures and Applications in the Catalytic C-H Borylation of Arenes and Alkanes>, Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is rhodium indenyl fluorenyl half sandwich NHC imidazolylidene complex preparation; alkene carbonyl rhodium half sandwich NHC complex preparation photodissociation; borylation catalyst rhodium half sandwich NHC arylboronate alkylboronate preparation; CH activation aromatic aliphatic hydrocarbon borylation rhodium catalyst; crystal mol structure rhodium NHC alkene carbonyl half sandwich; C−H activation; C−H borylation; Rh N-heterocyclic carbene catalysts; rhodium indenyl; tethered NHC.

Indenyl (Ind) rhodium N-heterocyclic carbene (NHC) complexes [Rh(η5-Ind)(NHC)(L)] [NHC = 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene (SIPr); 1, 2a, 3, L = C2H4, CO, cyclooctene (COE); NHC = 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene (SIMes); 2b, 4, L = CO, COE; NHC = 1,3-dimesitylimidazol-2-ylidene (IMes); 2c, 5, L = CO, COE]. Reaction of SIPr with [Rh(Cp*)(C2H4)2] did not give the desired SIPr complex, thus demonstrating the “”indenyl effect”” in the synthesis of 1. Oxidative addition of HSi(OEt)3 to 3 proceeded under mild conditions to give the Rh silyl hydride complex [Rh(Ind)[Si(OEt)3](H)(SIPr)] (6) with loss of COE. Ethylene-tethered-fluorenyl NHC rhodium complexes [Rh[(η5-C13H8)-9-C2H4NC2Hx(C:)NR](L)] (x = 4, R = Dipp: 11, L = C2H4; 12, L = COE; 13, L = CO; x = 4, R = Mes: 14, L = COE; 15, L = CO; x = 2, R = Me: 16, L = COE; 17, L = CO) were synthesized in low yields (5-31%) in comparison to good yields for the monodentate complexes (49-79%). Compounds 3 and 1, which contain labile alkene ligands, were successful catalysts for the catalytic borylation of benzene with B2pin2 (Bpin = pinacolboronate), giving yields of 97% and 93% of PhBpin resp. with 5 mol% catalyst, 24 h, 80°, with SIPr giving a more active catalyst than SIMes or IMes. Fluorenyl-tethered NHC complexes were much less active as borylation catalysts, and the carbonyl complexes were inactive. The borylation of toluene, biphenyl, anisole and di-Ph ether proceeded to give meta substitutions as the major product, with smaller amounts of para substitution and almost no ortho product. The borylation of octane and decane with B2pin2 at 120 and 140°, resp., was monitored by 11B NMR spectroscopy, which showed high conversions into octyl and decylBpin over 4-7 days, thus demonstrating catalyzed sp3 C-H borylation with new piano stool rhodium indenyl complexes. Irradiation of the monodentate complexes with 400 or 420 nm light confirmed the ready dissociation of C2H4 and COE ligands, whereas CO complexes were inert. Evidence for C-H bond activation in the alkyl groups of the NHC ligands was obtained.

Chemistry – A European Journal published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Name: 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

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

Wu, Liqiang; Sun, Pengli; Yan, Fulin published the artcile< Melamine-trisulfonic acid-catalyzed trimethylsilylation of alcohols and phenols>, Application In Synthesis of 52244-70-9, the main research area is alc trimethylsilylation melamine sulfonic acid catalyst; phenol trimethylsilylation melamine sulfonic acid catalyst; silyl ether preparation environmentally benign chem.

A highly convenient method for the trimethylsilylation of alcs. and phenols via treatment by hexamethyldisilazane in the presence of melamine trisulfonic acid as a catalyst was developed. A wide variety of hydroxyl groups were selectively protected under solvent-free conditions.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Application In Synthesis of 52244-70-9.

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

Dombrowski, Amanda W.; Gesmundo, Nathan J.; Aguirre, Ana L.; Sarris, Katerina A.; Young, Jonathon M.; Bogdan, Andrew R.; Martin, M. Cynthia; Gedeon, Shasline; Wang, Ying published the artcile< Expanding the Medicinal Chemist Toolbox: Comparing Seven C(sp2)-C(sp3) Cross-Coupling Methods by Library Synthesis>, HPLC of Formula: 6482-24-2, the main research area is carbon cross coupling library synthesis medicinal chemist synthetic toolbox.

Despite recent advances in the field of C(sp2)-C(sp3) cross-couplings and the accompanying increase in publications, it can be hard to determine which method is appropriate for a given reaction when using the highly functionalized intermediates prevalent in medicinal chem. Thus a study was done comparing the ability of seven methods to directly install a diverse set of alkyl groups on “”drug-like”” aryl structures via parallel library synthesis. Each method showed substrates that it excelled at coupling compared with the other methods. When analyzing the reactions run across all of the methods, a reaction success rate of 50% was achieved. Whereas this is promising, there are still gaps in the scope of direct C(sp2)-C(sp3) coupling methods, like tertiary group installation. The results reported herein should be used to inform future syntheses, assess reaction scope, and encourage medicinal chemists to expand their synthetic toolbox.

ACS Medicinal Chemistry Letters published new progress about Combinatorial library. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, HPLC of Formula: 6482-24-2.

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

Dohi, Toshifumi; Hayashi, Takumi; Ueda, Shohei; Shoji, Toshitaka; Komiyama, Keina; Takeuchi, Hitoshi; Kita, Yasuyuki published the artcile< Recyclable synthesis of mesityl iodonium(III) salts>, Electric Literature of 190788-60-4, the main research area is arene hypervalent iodine compound regioselective dehydrative condensation; mesityl iodonium salt preparation.

An efficient protocol for C-H condensation of hypervalent iodine compounds with arenes in fluoroalcs. was applied to the recyclable preparation of mesityl iodonium(III) salts. The electrophilicities of [hydroxy(tosyloxy)iodo]mesitylene [MesI(OH)OTs] and iodomesitylene diacetate [MesI(OAc)2] were suitably enhanced in 2,2,2-trifluoroethanol. A series of nucleophilic aromatic compounds reacted smoothly with MesI(OH)OTs and MesI(OAc)2 or in-situ hypervalent iodine(III) species, generated from iodomesitylene, to provide the target mesityl iodonium(III) salts in good yields at room temperature with broad functional group tolerance. This C-H condensation strategy merits high para-regioselectivities during the diaryliodonium(III) salt formation, but the major limitation in the case of low-reactive aromatic substrates is byproduct formation resulting from the self-condensation of the nucleophilic mesitylene ring in MesI(OH)OTs and MesI(OAc)2.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Electric Literature of 190788-60-4.

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