Month: November 2022

Li, Jian published the artcileOn-Resin Synthesis of Linear Aryl Thioether Containing Peptides and in-Solution Cyclization via Cysteine S_NAr Reaction, Product Details of C20H19NO4, the publication is Organic Letters (2022), 24(8), 1673-1677, database is CAplus and MEDLINE.

Cyclic peptides represent one of the most promising therapeutic agents in drug discovery due to their good affinity and selectivity. Herein, an on-resin synthesis of aryl thioether containing peptides and a concise cyclization strategy via chemoselective cysteine S_NAr reaction was developed. The arylation group could be incorporated into a series of amino acids and used for standard SPPS and peptides cyclization. Constructed cyclic peptides showed increased cellular uptakes compared to their linear peptides.

Organic Letters published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Product Details of C20H19NO4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Narayanam, Maruthi Kumar published the artcilePositron emission tomography tracer design of targeted synthetic peptides via ¹⁸F-sydnone alkyne cycloaddition, SDS of cas: 17351-61-0, the publication is Bioconjugate Chemistry (2021), 32(9), 2073-2082, database is CAplus and MEDLINE.

Chem. synthesized, small peptides that bind with high affinity and specificity to CD8-expressing (CD8+) tumor-infiltrating T cells, yet retain the desirable characteristics of small mols., hold valuable potential for diagnostic mol. imaging of immune response. Here, we report the development of ¹⁸F-labeled peptides targeting human CD8¦Á with nanomolar affinity via the strain-promoted sydnone-alkyne cycloaddition with 4-[¹⁸F]fluorophenyl sydnone. The ¹⁸F-sydnone is produced in one step, in high radiochem. yield, and the peptide labeling proceeds rapidly. A hydrophilic chem. linker results in a tracer with favorable pharmacokinetic properties and improved image contrast, as demonstrated by in vivo PET imaging studies.

Bioconjugate Chemistry published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, SDS of cas: 17351-61-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Noel-Duchesneau, Ludovik published the artcileMetal-Free Synthesis of 6-Phosphorylated Phenanthridines: Synthetic and Mechanistic Insights, Related Products of catalysis-chemistry, the publication is Organic Letters (2016), 18(22), 5900-5903, database is CAplus and MEDLINE.

A novel and efficient method for the generation of phosphinoyl radicals from the combination of diphenyliodonium salt (Ph₂I⁺,^–OTf) with triethylamine (Et₃N) in the presence of secondary phosphine oxides is reported. By employing this practical and simple approach, a large variety of 6-phosphorylated phenanthridines have been synthesized through the addition of phosphinoyl radicals to isonitriles as radical acceptors. The reaction works smoothly in the absence of any transition metal or photocatalyst. On the basis of ESR and d. functional theory (DFT) calculations, the mechanism of this reaction is discussed.

Organic Letters published new progress about 23897-16-7. 23897-16-7 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Dimesitylphosphine oxide, and the molecular formula is C18H23OP, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Notzel, Marcus W. published the artcileCyclopropyl building blocks in organic synthesis. 66. A new and efficient access to thiazoline-4-carboxylates and cysteine derivatives incorporating cyclopropyl groups, SDS of cas: 6972-05-0, the publication is European Journal of Organic Chemistry (2001), 3025-3030, database is CAplus.

Under basic conditions (NaHCO₃, MeCN), thiocarboxamides, including N,N-thioureas, cleanly undergo Michael addition onto 2-chloro-2-cyclopropylideneacetates, attacking through the sulfur, and this is followed by an intramol. substitution to afford 5-spirocyclopropane-annelated thiazoline-4-carboxylates [I; R¹ = H, Me, Et, PhCH₂OCH₂CH₂, R² = (un)substituted Ph, Me, NMe₂, NMePh, etc.] in 37-92% yields. I are cysteine derivatives that possess a cyclopropyl or substituted cyclopropyl group in place of the gem-dimethyl-substituted ¦Â-carbon atom of penicillamine; they can be hydrolyzed to the hydrochloride salt of the amino acid by heating in acid. Under acidic conditions (CH₂Cl₂, HCl), the Michael adducts of thioamides onto 2-chloro-2-cyclopropylideneacetates are formed in high to virtually quant. yields. When treated with NaHCO₃ in MeCN, the adducts cyclize to thiazolinecarboxylates (51-82%), but in the presence of Ti(OiPr)₄ they form spirocyclopropane-annelated thiazinones (19-88%).

European Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, SDS of cas: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Trapani, Patricia published the artcileUse of Phenacyl Thiosalicylates for the Preparation of 3-Hydroxybenzo[b]thiophene Derivatives, Application In Synthesis of 119-80-2, the publication is Synlett (2018), 29(6), 810-814, database is CAplus.

In this work, an attempted to synthesize thioflavonols using rearrangement of phenacyl thiosalicylates prepared by two different approaches and subjected to cyclization under acidic conditions. However, the isolated products were identified as (3-hydroxybenzo[b]thiophen-2-yl)(phenyl)methanones, e.g., I. The detailed reaction mechanism was elucidated by characterization of all reaction intermediates with HPLC and NMR spectroscopy. The applicability of the reaction using different phenacyl esters was tested.

Synlett published new progress about 119-80-2. 119-80-2 belongs to catalysis-chemistry, auxiliary class sulfides,Carboxylic acid,Benzene, name is 2,2′-Dithiodibenzoic acid, and the molecular formula is C5H13Cl2N, Application In Synthesis of 119-80-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hu, Bo published the artcileRecovery of palladium from waste ceramic capacitor by liquid-liquid extraction, Synthetic Route of 2016-56-0, the publication is Shigen to Sozai (1993), 109(5), 367-72, database is CAplus.

Pd recovery from multi-layer ceramic chip capacitors was investigated by liquid-liquid extraction method using n-butanol, iso-octane and kerosine as organic phases at various pH levels. Pd was extracted into n-butanol fairly well at pH 1.0-10.5, whereas Ba titanate was not extracted almost entirely under the same conditions. The addition of dodecylammonium acetate (I) as a collector promoted PD recovery in n-butanol. Pd recovery from industrial waste of ceramic capacitors was carried out by adding I to obtain a 96.8% recovery and ?10% yield.

Shigen to Sozai published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, Synthetic Route of 2016-56-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhurba, Yu. I. published the artcileThe study of photographic activity of azaadamantane. I. Antifogging properties of 1,3,5-triazaadamandane derivatives, Quality Control of 14707-75-6, the publication is Zhurnal Nauchnoi i Prikladnoi Fotografii i Kinematografii (1990), 35(2), 102-6, database is CAplus.

Antifogging properties were studied of I (R = NO₂, NHOH, Br, Cl, NHCSNHPh). The best antifogging properties were observed for I (NHCSNHPh) in combination with KBr. The optimal concentrations were 0.01-0.5 g/L of I (NHCSNHPh) and 1.5-3 g/L of KBr. Thus, fog d. was 3-4 times reduced using a developer solution containing 3 g/L KBr and 0.01 g/L I (NHCSNHPh).

Zhurnal Nauchnoi i Prikladnoi Fotografii i Kinematografii published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C8H6ClN, Quality Control of 14707-75-6.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Matsumura, Hideo published the artcileCoagulation behavior of vesicles composed of crown ethers and phospholipids caused by bolaform surfactants, Category: catalysis-chemistry, the publication is Journal of Colloid and Interface Science (1990), 139(2), 331-6, database is CAplus.

The colloid stability of mixed vesicles composed of two components, a crown ether with a long hydrocarbon chain and a phospholipid, against bolaform surfactants was studied. The critical coagulation concentration of primary ammonium ions of the bolaform for the vesicle is lower than that of corresponding quaternary ammonium ions, which can be attributed to the affinity difference between the two types of terminal ionic groups for the crown ether. The steric bulky effect of bolaform ions on the screening of the surface charges is negligible, but the hydrophobic interaction of a hydrocarbon chain connecting the two terminal ionic parts of the surfactants with the vesicle surface plays a significant role in the vesicle coagulation.

Journal of Colloid and Interface Science published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yakan, Hasan published the artcileComparison of conventional and microwave-assisted synthesis of some new sulfenamides under free catalyst and ligand, HPLC of Formula: 19117-31-8, the publication is Monatshefte fuer Chemie (2018), 149(11), 2047-2057, database is CAplus.

Sulfenamides were prepared in 70-98% yields by treatment of N-arylthio- and N-alkylthiophthalimides with cyclohexylamine, morpholine, or pyrrolidine in ¦Â-ethoxyethanol under microwave irradiation; the yields of sulfenamides using microwave irradiation and using conventional heating were compared. Tert-butylamine, aniline, benzylamine, 1-hexylamine, ethanolamine, diethylamine, N-methyl-1-butanamine, N-ethylaniline, and N-methylbenzylamine did not yield the desired sulfenamides on reaction with N-arylthio or N-alkylthiophthalimides, but yielded only disulfides. The reaction was not inhibited by radical inhibitors. The N-arylthio and N-alkylthiophthalimides were prepared from the corresponding thiols and phthalimide with Br₂ in pyridine/acetonitrile.

Monatshefte fuer Chemie published new progress about 19117-31-8. 19117-31-8 belongs to catalysis-chemistry, auxiliary class Oxidant, name is N-(tert-Butyl)-S-phenylthiohydroxylamine, and the molecular formula is C10H15NS, HPLC of Formula: 19117-31-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Honjo, Eriko published the artcileSynthesis of a spiroacetal moiety of antitumor antibiotic ossamycin by anodic oxidation, Application of N-(tert-Butyl)-S-phenylthiohydroxylamine, the publication is Tetrahedron (2008), 64(40), 9495-9506, database is CAplus.

Synthesis of the spiroacetal moiety I (C20-C33) of the antitumor antibiotic ossamycin, is reported. Anodic oxidation of the dithioacetal II effected simultaneous removal of the protecting group and acetalization to afford the corresponding 6,6-spiroacetal structure in excellent yield.

Tetrahedron published new progress about 19117-31-8. 19117-31-8 belongs to catalysis-chemistry, auxiliary class Oxidant, name is N-(tert-Butyl)-S-phenylthiohydroxylamine, and the molecular formula is C10H15NS, Application of N-(tert-Butyl)-S-phenylthiohydroxylamine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia