Tag: M.W=150-200

Reddy, Reddy Rajasekhar; Gudup, Satish Sonbarao; Ghorai, Prasanta published the artcile< Organocatalytic, Enantioselective Synthesis of Cyclohexadienone Containing Hindered Spirocyclic Ethers through an Oxidative Dearomatization/Oxa-Michael Addition Sequence>, Electric Literature of 52244-70-9, the main research area is cyclohexadienone enantioselective preparation spirocyclic ether oxidative dearomatization oxa Michael; asymmetric synthesis; chromans; organocatalysis; oxa-Michael addition; tetrahydrofurans.

An unprecedented enantioselective oxa-Michael reaction of α-tertiary alcs. using cinchona-alkaloid-based chiral bifunctional squaramide catalysts is reported. An oxidative dearomatization of phenol followed by an enantioselective oxa-Michael addition sequence provided a broad array of chiral sterically hindered tetrahydrofurans and tetrahydropyrans attached to a cyclohexadienone moiety in spiro fashion. In general, good yields and excellent enantioselectivities (up to 99 %) were observed The chiral oxo-cycles obtained have easily been transformed into chromans without disturbing the enantioselectivity.

Angewandte Chemie, International Edition published new progress about Dearomatization (oxidative). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Electric Literature of 52244-70-9.

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

Fujio, Mizue; Taguchi, Miyako; Wada, Yoshiko; Seki, Yoji; Mishima, Masaaki; Tsuno, Yuho published the artcile< Carbon-13 NMR studies on reaction mechanisms. IV. Solvolysis of 4-aryl-n-butyl brosylates>, Reference of 52244-70-9, the main research area is solvolysis phenylbutyl brosylate kinetics; carbon NMR solvolysis kinetics; anchimeric assistance solvolysis kinetics.

The solvolysis of methoxy-substituted 4-phenylbutyl-1-13C (90% enriched) brosylate gave both open-chain ester products and isomeric products (e.g., 6- or 7-methoxytetralin-1-13C) via anchimerically-assisted pathways. The 13C NMR tracer technique was applied to the solvolysis mechanism and kinetics. Suitably positioned MeO groups accelerated the anchimerically assisted route. Transition states for the assisted pathways were discussed.

Memoirs of the Faculty of Science, Kyushu University, Series C: Chemistry published new progress about Acetolysis. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Reference of 52244-70-9.

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

Satish, Sohal; Chitral, Rohan; Kori, Amitkumar; Sharma, Basantkumar; Puttur, Jayashree; Khan, Afreen A.; Desle, Deepali; Raikuvar, Kavita; Korkegian, Aaron; Martis, Elvis A. F.; Iyer, Krishna R.; Coutinho, Evans C.; Parish, Tanya; Nandan, Santosh published the artcile< Design, synthesis and SAR of antitubercular benzylpiperazine ureas>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is piperazine carboxamide preparation tuberculostatic SAR antibacterial antitumor docking; Antitubercular; Benzylpiperazine ureas; Lead compounds; QcrB inhibitors.

N-furfuryl piperazine ureas disclosed by scientists at GSK Tres Cantos were chosen as antimycobacterial hits from a phenotypic whole-cell screen. Bioisosteric replacement of the furan ring in the GSK Tres Cantos mols. with a Ph ring led to mol. I with an MIC of 1μM against Mtb H37Rv, low cellular toxicity (HepG2 IC50 ∼ 80μM), good DMPK properties and specificity for Mtb. With the aim of delineating the SAR associated with compound I, fifty-five analogs were synthesized and screened against Mtb. The SAR suggested that the piperazine ring, benzyl urea and piperonyl moieties were essential signatures of this series. Active compounds in this series were metabolically stable, have low cellular toxicity and were valuable leads for optimization. Mol. docking suggests these mols. occupy the Q0 site of QcrB like Q203.

Molecular Diversity published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Xia, Aiyou; Lv, Peizhuo; Xie, Xin; Liu, Yuanhong published the artcile< Nickel-Catalyzed Cyanation of Unactivated Alkyl Sulfonates with Zn(CN)2>, HPLC of Formula: 52244-70-9, the main research area is nickel catalyst cyanation unactivated alkyl sulfonate zinc cyanide; alkyl nitrile preparation.

Cyanation of unactivated primary and secondary alkyl mesylates with Zn(CN)2 catalyzed by nickel has been developed. The reaction provides an efficient route for the synthesis of alkyl nitriles with wide substrate scope, good functional group tolerance, and compatibility with heterocyclic compounds Mechanistic studies indicate that alkyl iodide generated in situ serves as the reactive intermediate and the gradual release of alkyl iodide is crucial for the success of the reaction.

Organic Letters published new progress about Alkanesulfonates Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

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

Wen, Xiaojin; Li, Xinyao; Luo, Xiao; Wang, Weijin; Song, Song; Jiao, Ning published the artcile< Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is pyrrolidine preparation; alkyl azide cyclization amination.

The intramol. Csp3-H and/or C-C bond amination was very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. A novel intramol. cyclization of alkyl azides for the synthesis of cyclic imines I [Ar = Ph, 4-MeC6H4, 4-OMeC6H4, etc.; R = H, 2-Me, 2-Et, etc.] and tertiary amines II [n = 1, 2] through selective Csp3-H and/or C-C bond cleavage was reported. Two C-N single bonds or a C=N double bond were efficiently constructed in these transformations. The carbocation mechanism differed from the reported metal nitrene intermediates and therefore enabled metal-free and new transformation.

Chemical Science 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, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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

Holan, George; Virgona, Chris T.; Watson, Keith G.; Finkelstein, Bruce L. published the artcile< Synthesis, insecticidal and anti-acetylcholinesterase activity of a new class of heterocyclic methanesulfonates>, Name: n-Propylsulphamoyl chloride, the main research area is pyrazoline methanesulfonate preparation insecticide acetylcholinesterase inhibitor.

A series of 3-methanesulfonyloxy-2-pyrazolines I (R1 = Me, Ph, CHMe2, R2 = Me, H, X = CONH2, CONHPh, CONHCMe3, SO2NMe2, etc.) were prepared by mesylation of the corresponding pyrazolidin-3-ones. The compounds exhibited strong insecticidal and anti-acetylcholinesterase activity.

Bioorganic & Medicinal Chemistry Letters published new progress about Insecticides. 10305-42-7 belongs to class ethers-buliding-blocks, and the molecular formula is C3H8ClNO2S, Name: n-Propylsulphamoyl chloride.

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

Flippin, Lee A.; Berger, Jacob; Parnes, Jason S.; Gudiksen, Mark S. published the artcile< Effect of the Substitution Pattern on Reactions of Methoxylated Araldehyde 2,4-Dimethyl-3-pentylimines with Organolithium Reagents>, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde, the main research area is methoxyphenylmethylenepentanamine butylation phenylation; substitution effect lithiation araldehyde methylpentylimine; metalation regioselective araldimine; imine methoxybenzaldehyde lithiation substitution effect.

Araldehyde imines, e.g., N-[(methoxyphenyl)methylene]dimethyl-3-pentanamines I (R, R1, R2 = H, OMe) reacted with BuLi via facile nucleophilic aromatic substitution to give benzaldehydes II. Exceptions to this trend were observed when the araldimine substrate contained methoxy groups at both C-2 and C-5. Thus, the 2,5-dimethoxy analog of I reacted with BuLi – followed by MeI quench and acid hydrolysis – to give a complex aldehyde mixture derived from metalation and SNAr processes, e.g. 3,6-dimethoxy-2-methylbenzaldehyde and 2-butyl-5-methoxybenzaldehyde, whereas the 2,4,5-trimethoxy analog of I under identical conditions, gave exclusive metalation and electrophilic capture at C-6 to give 3,4,6-trimethoxy-2-methylbenzaldehyde in 83% yield. Araldehyde 2,4-dimethyl-3-pentylimines that cannot undergo an SNAr reaction are potential candidates for directed metalation reactions although this usage is limited by occasional unwanted side-reactions, lack of selectivity or reactivity, and unpredictability.

Journal of Organic Chemistry published new progress about Alkylation. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde.

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

Bach, Anders; Pizzirani, Daniela; Realini, Natalia; Vozella, Valentina; Russo, Debora; Penna, Ilaria; Melzig, Laurin; Scarpelli, Rita; Piomelli, Daniele published the artcile< Benzoxazolone Carboxamides as Potent Acid Ceramidase Inhibitors: Synthesis and Structure-Activity Relationship (SAR) Studies>, SDS of cas: 52244-70-9, the main research area is benzoxazolone carboxamide preparation SAR acid ceramidase inhibitory anticancer.

Ceramides are lipid-derived intracellular messengers involved in the control of senescence, inflammation, and apoptosis. The cysteine amidase, acid ceramidase (AC), hydrolyzes these substances into sphingosine and fatty acid and, by doing so, regulates their signaling activity. AC inhibitors may be useful in the treatment of pathol. conditions, such as cancer, in which ceramide levels are abnormally reduced. Here, we present a systematic SAR investigation of the benzoxazolone carboxamides, a recently described class of AC inhibitors that display high potency and systemic activity in mice. We examined a diverse series of substitutions on both benzoxazolone ring and carboxamide side chain. Several modifications enhanced potency and stability, and one key compound with a balanced activity-stability profile I was found to inhibit AC activity in mouse lungs and cerebral cortex after systemic administration. The results expand our arsenal of AC inhibitors, thereby facilitating the use of these compounds as pharmacol. tools and their potential development as drug leads.

Journal of Medicinal Chemistry 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, SDS of cas: 52244-70-9.

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

Xu, Jun; Peng, Chao; Yao, Bolin; Xu, Hua-Jian; Xie, Qiang published the artcile< Direct Deoxyfluorination of Alcohols with KF as Fluorine Source>, Quality Control of 52244-70-9, the main research area is triflate preparation; alc direct deoxyfluorination potassium fluoride transition metal free.

This report described a method for the deoxyfluorination of alcs. with KF as fluorine source via in situ generation of highly active CF3SO2F. Diverse functionalities including halogen, nitro, ketone, ester, alkene and alkyne are well tolerated. Mild condition, short reaction time and wide substrate scope enable this method an excellent choice for the construction of C-F bonds.

Journal of Organic Chemistry 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, Quality Control of 52244-70-9.

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

Simon, Marc-Olivier; Girard, Simon A.; Li, Chao-Jun published the artcile< Catalytic Aerobic Synthesis of Aromatic Ethers from Non-Aromatic Precursors>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is cyclohexenone alc copper catalyzed aerobic oxidative condensation; aryl ether preparation.

Aryl ether formation is accomplished by oxidative condensation of alcs. and 2-cyclohexenones. The reaction complements the existing methods used by synthetic chemists to obtain aryl ethers, and allows a straightforward access to a wide range of functionalized products. In addition, the catalytic reaction with O2 as the oxidant generates water as the only byproduct and provides a “”greener”” approach to aryl ethers.

Angewandte Chemie, International Edition 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, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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