Month: April 2022

Kim, Dae-Kwon; Um, Hyun-Suk; Park, Hoyoon; Kim, Seonwoo; Choi, Jin; Lee, Chulbom published the article 《Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives》. Keywords: sulfone preparation; silyloxymethanesulfonate preparation alkyl halide alkylation; aryl halide silyloxymethanesulfonate preparation arylation copper catalyst; sodium tertbutyldimethylsilyloxymethanesulfonate preparation alkyl halide alkylation; tertbutyldimethylsilyloxymethanesulfonate sodium aryl halide arylation preparation copper catalyst.They researched the compound: 2-Bromomethyl-1,3-dioxolane( cas:4360-63-8 ).COA of Formula: C4H7BrO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:4360-63-8) here.

An efficient protocol for the modular synthesis of sulfones and sulfonyl derivatives RS(O)2R1 (R = 3-phenylpropyl, Ph, naphthalen-2-yl, etc.; R1 = [(tert-butyldimethylsilyl)oxy]methyl, 4-(morpholin-4-yl)phenyl, hex-5-yn-1-yl, etc.) has been developed utilizing sodium tert-butyldimethylsilyloxymethanesulfinate (TBSOMS-Na) as a sulfoxylate (SO22-) equivalent TBSOMS-Na, easily prepared from the com. reagents Rongalite and TBSCl, serves as a potent nucleophile in S-alkylation and Cu-catalyzed S-arylation reactions with alkyl and aryl electrophiles R1X (X = I, Br). The sulfone products thus obtained can undergo the second bond formation at the sulfur center with various electrophiles without a sep. unmasking step to afford sulfones and sulfonyl derivatives such as sulfonamides and sulfonyl fluorides.

After consulting a lot of data, we found that this compound(4360-63-8)COA of Formula: C4H7BrO2 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Klyba, L. V.; Nedolya, N. A.; Sanzheeva, E. R.; Tarasova, O. A. published the article 《Mass Spectra of New Heterocycles: XXIII. Electron Impact and Chemical Ionization Study of 5-[(Cyanomethyl)sulfanyl]- and 5-[(1,3-Dioxolan-2-ylmethyl)sulfanyl]-1H-pyrrol-2-amines》. Keywords: cyanomethyl sulfanyl dioxolanylmethyl pyrrolamine preparation.They researched the compound: 2-Bromomethyl-1,3-dioxolane( cas:4360-63-8 ).Quality Control of 2-Bromomethyl-1,3-dioxolane. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:4360-63-8) here.

The fragmentation of pyrroles I [R1 = R2 = Me, Et, n-Pr; R3 = Me, s-Bu, c-hexyl, etc.; -R1R2- = -(CH2)4-, -(CH2)5-, -(CH2)2O(CH2)2; R4 = CN, 1,3-dioxolan-2-yl] under electron impact (70 eV) and chem. ionization with methane as reactant gas has been studied for the first time. Electron impact ionization of 5-[(cyanomethyl)sulfanyl]-substituted pyrroles generates low-stability mol. ions {M+., Irel 4-22%; compared to Irel 16-69% for 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl] analogs} whose primary fragmentation involves cleavage of the C-S bond with expulsion of NCCH2 radical. Other fragmentation pathways of the mol. ions include formation of [M – CHR4]+. ions (R4 = CN) and substituent decomposition products. The mass spectra of 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl]pyrroles characteristically show [M – SCH2R4]+ ion peak. The most intense ion peaks in the chem. ionization mass spectra of 5-[(cyanomethyl)sulfanyl] derivatives are those of M+. (Irel 18-69%) and [M + H]+ (Irel 34-100%). Both 5-[(cyanomethyl)sulfanyl]- and 5-[(1,3-dioxolan-2-ylmethyl)sulfanyl]pyrroles decompose mainly through cleavage of the CH2-S and C5-S bonds with the formation of stable [M – CH2R4]+ (Irel 92-100%), [M + H – CH2R4]+. (Irel 22-75%), and [M + H – SCH2R4]+. ions (Irel 6-25%).

After consulting a lot of data, we found that this compound(4360-63-8)Quality Control of 2-Bromomethyl-1,3-dioxolane can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wang, Haiqi; Song, Hongjian researched the compound: H-Trp-OMe.HCl( cas:7524-52-9 ).Quality Control of H-Trp-OMe.HCl.They published the article 《Synthesis of Four Optical Isomers of Antiviral Agent NK0209 and Determination of Their Configurations and Activities against a Plant Virus》 about this compound( cas:7524-52-9 ) in Journal of Agricultural and Food Chemistry. Keywords: NK0209 isomer preparation antiviral tobacco mosaic virus antiviral; NK0209; antiviral activity; isomers; spatial configuration; synthesis. We’ll tell you more about this compound (cas:7524-52-9).

Previously, we reported for the first time that harmala alkaloids harmine and tetrahydroharmine exhibit activity against plant viruses, and we developed an analog, designated NK0209, that efficiently prevents and controls plant virus diseases. Here, to investigate the influence of the spatial configuration of NK0209 on its antiviral activities, we synthesized its four optical isomers, determined their configurations, and evaluated their activities against tobacco mosaic virus. All four isomers were significantly more active than ningnanmycin, which is one of the most successful com. antiviral agents, with in vivo inactivation, cure, and protection rates of 57.3±1.9%, 54.2±3.3%, 55.0±4.1% at 500μg/mL. Furthermore, anal. of structure-activity relationships demonstrated for the first time that the spatial conformation of NK0209 is an important determinant of its antiviral activity, and our results provide information about the possible optimum configuration for interaction of this mol. with its target protein.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《N-Oxides of nicotinic acid and its esters》. Authors are Clemo, G. R.; Koenig, H..The article about the compound:Methyl 5-fluoro-3-pyridinecarboxylatecas:455-70-9,SMILESS:COC(=O)C1=CC(F)=CN=C1).Recommanded Product: 455-70-9. Through the article, more information about this compound (cas:455-70-9) is conveyed.

Nicotinic acid (I) (1 part) in 3 parts glacial AcOH and 3 parts H2O2, heated 3 hrs. on the water bath, gives 70-80% of the N-oxide (II), pale yellow, m. 249° (decomposition); impure II, heated at 100°, decompose spontaneously. II (1 g.) in 20 ml. MeOH, saturated with HCl at 0° and refluxed 2 hrs., gives 0.5 g. of the Me ester, m. 97°; Et ester (III), m. 99.5°. The Et ester of I (2 g.), 10 ml. AcOH, and 30 ml. H2O2, heated 3 hrs. on the water bath, give 1.1 g. III.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1265884-98-7, is researched, Molecular C34H22NO2P, about Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis, the main research direction is paroxetine aryl compound enantioselective synthesis diastereoselective synthesis; aldehyde allylic alc allylation Ir catalyst.Reference of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine.

We describe the fully stereodivergent, dual catalytic α-allylation of linear aldehydes. The reaction proceeds via direct iridium-catalyzed substitution of racemic allylic alcs. with enamines generated in situ. The use of an Ir(P,olefin) complex and a diarylsilyl prolinol ether as catalysts in the presence of dimethylhydrogen phosphate as the promoter proved to be crucial for achieving high enantio- and diastereoselectivity (>99% ee, up to >20:1 dr). The utility of the method is demonstrated in a concise enantioselective synthesis of the antidepressant (-)-paroxetine.

After consulting a lot of data, we found that this compound(1265884-98-7)Reference of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Formula: C12H15ClN2O2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: H-Trp-OMe.HCl, is researched, Molecular C12H15ClN2O2, CAS is 7524-52-9, about Photochemical chemoselective alkylation of tryptophan-containing peptides. Author is Laroche, Benjamin; Tang, Xinjun; Archer, Gaetan; Di Sanza, Riccardo; Melchiorre, Paolo.

We report a photochem. method for the chemoselective radical functionalization of tryptophan (Trp)-containing peptides. The method exploits the photoactivity of an electron donor-acceptor complex generated between the tryptophan unit and pyridinium salts. Irradiation with weak light (390 nm) generates radical intermediates right next to the targeted Trp amino acid, facilitating a proximity-driven radical functionalization. This protocol exhibits high chemoselectivity for Trp residues over other amino acids and tolerates biocompatible conditions.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Convenient method for the synthesis of some novel chiral methyl 2-(2-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)propanoate derivatives and biological evaluation of their antioxidant, cytotoxic, and molecular docking properties, published in 2021-02-28, which mentions a compound: 7524-52-9, Name is H-Trp-OMe.HCl, Molecular C12H15ClN2O2, Recommanded Product: 7524-52-9.

Ten chiral Me 2-(2-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)propanoate derivatives, e.g. I, have been synthesized from optically pure amino Me phenols and 4-nitrophenyl chloroformate. Synthesized ester derivatives were screened for their in vitro antioxidant activity. Title compounds have exhibited comparable antioxidant activity with ascorbic acid as a standard Further, the in vitro cytotoxicity of these compounds were studied through MTT cell proliferation assay in addition the effect on LDH leakage and NO release. Among the derivatives, I showed extremely best activity and the IC50 value (12.54 ± 0.71μM) is very close to doxorubicin (7.2 ± 0.58μM) as a standard Also, mol. docking studies have been carried out with STAT-3 (PDB ID: 1BG1) and BCL-2 (PDB ID: 4AQ3) proteins against the four active compounds, e.g. I. The binding energies of the tested compounds were in the range of -7.76 to -8.41 kcal/mol, which is very close to doxorubicin (-8.53 kcal/mol) as a standard These mol. docking results are in good agreement with the in vitro studies.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Zhao, Wei; Yan, Patrick K.; Radosevich, Alexander T. published the article 《A Phosphetane Catalyzes Deoxygenative Condensation of α-Keto Esters and Carboxylic Acids via PIII/PV=O Redox Cycling》. Keywords: phosphetane catalyst preparation oxygenative condensation ketoester carboxylic acid.They researched the compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9 ).COA of Formula: C11H13OP. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:707-61-9) here.

A small-ring phosphacycle is found to catalyze the deoxygenative condensation of α-keto esters and carboxylic acids. The reaction provides a chemoselective catalytic synthesis of α-acyloxy ester products with good functional group compatibility. Based on both stoichiometric and catalytic mechanistic experiments, the reaction is proposed to proceed via catalytic PIII/PV=O cycling. The importance of ring strain in the phosphacyclic catalyst is substantiated by an observed temperature-dependent product selectivity effect. The results point to an inherent distinction in design criteria for organophosphorus-based catalysts operating via PIII/PV=O redox cycling as opposed to Lewis base (nucleophilic) catalysis.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Application In Synthesis of H-Trp-OMe.HCl. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: H-Trp-OMe.HCl, is researched, Molecular C12H15ClN2O2, CAS is 7524-52-9, about Construction of thioamide peptide via sulfur-involved amino acids/amino aldehydes coupling. Author is Liao, Yanyan; Jiang, Xuefeng.

A sulfur-involved ligation for thioamide quasi-peptides was developed via amino acids and amino aldehydes coupling. The key to the transformation was the chelation of copper with imines for chiral activation and fixation. In this environment, linear polysulfur decreased the alkalinity of single sulfur anions to prevent racemization caused by the interaction between sulfur and sodium sulfide. Dipeptides, tripeptides, tetrapeptides, and the linkage between the drug and amino acids were successfully obtained.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Chemistry – A European Journal called N-Cyanation of Primary and Secondary Amines with Cyanobenziodoxolone (CBX) Reagent, Author is Chen, Zimin; Yuan, Weiming, which mentions a compound: 7524-52-9, SMILESS is N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl, Molecular C12H15ClN2O2, Recommanded Product: H-Trp-OMe.HCl.

An efficient electrophilic N-cyanation of amines e.g., pyrrolidine with a stable and less-toxic 1-cyano-1,2-benziodoxol-3-(1H)-one reagent towards the synthesis of cyanamides e.g., Pyrrolidine-1-carbonitrile was disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex mols.

Although many compounds look similar to this compound(7524-52-9)Recommanded Product: H-Trp-OMe.HCl, numerous studies have shown that this compound(SMILES:N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem