Category: 22483-09-6

Huamani, Luis Enrique Santa Cruz published the artcileRole of Protonation and Isomerism in the Supramolecular Architectures of Heteroaryl-2-imidazole Compounds: Crystal Packing Patterns and Energetics, Category: alcohols-buliding-blocks, the main research area is azaarylimidazole isomer crystal structure packing protonation.

The influence of isomerism and protonation on crystal packing patterns of three isomeric heteroaryl-2-imidazoles and one related compound was investigated by using single-crystal X-ray diffraction and d. functional theory. The comparison of their crystal structures helped unveil the details of the energetic balance controlling supramol. packing and an unprecedented supramol. synthon. The neutral species were featured by a whole crystal close packing like a herringbone pattern, which was mainly favored by C-H···π interactions. On the other hand, the crystal packing of the protonated species was characterized by π-stacking layers being supported by π···π and anion-π interactions. Energy framework anal. revealed that both Coulombic interactions between hydrogen bond chains and dispersion energies mainly contributed to the stabilization of the herringbone pattern assembly, whereas a predominant contribution from Coulombic energy frameworks to total energy in protonated forms was observed The different patterns displayed pieces of evidence of not only the important participation of the heteroaryl moieties in the supramol. assembly but also the significant contribution of protonation hampering the N-H···N hydrogen bonding interactions in the imidazole group. A thorough characterization of the compounds by means of thermogravimetric anal., differential scanning calorimetry, Fourier-transform IR spectroscopy, NMR, and electrospray ionization-(+)-MS is also presented. The most characteristic crystal packing patterns of a series of N-heteroaryl-2-imidazole systems has been observed and analyzed. Neutral forms tend to pack in a herringbone pattern, whereas protonated forms tend to pack in parallel π-stacked layers. The imidazole fragments dominate the construction of the supramol. architectures through complex hydrogen bond networks. An unprecedented supramol. synthon was also found for one of the supramol. arrangements, and the energetics involved in the crystal packings was also assessed by theor. methods.

Crystal Growth & Design published new progress about Amines, salts Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nguyen, Thuy published the artcileDiarylureas Containing 5-Membered Heterocycles as CB1 Receptor Allosteric Modulators: Design, Synthesis, and Pharmacological Evaluation, COA of Formula: C4H11NO2, the main research area is diarylurea heterocycle synthesis SAR cannabinoid CB1 receptor; CB1 receptor; PSNCBAM-1; allosteric modulators; diarylurea; five-membered heterocycles; structure−activity relationship.

Allosteric modulators have attracted significant interest as an alternate strategy to modulate CB1 receptor signaling for therapeutic benefits that may avoid the adverse effects associated with orthosteric ligands. Here we extended our previous structure-activity relationship studies on the diarylurea-based CB1 neg. allosteric modulators (NAMs) by introducing five-membered heterocycles to replace the 5-pyrrolidinylpyridinyl group in PSNCBAM-1 (1), one of the first generation CB1 allosteric modulators. Many of these compounds had comparable potency to 1 in blocking the CB1 agonist CP55,940 stimulated calcium mobilization and [35S]GTP-γ-S binding. Similar to 1, most compounds showed pos. cooperativity by increasing [3H]CP55,940 binding, consistent with the pos. allosteric modulator (PAM)-antagonist mechanism. Interestingly, these compounds exhibited differences in ability to increase specific binding of [3H]CP55,940 and decrease binding of the antagonist [3H]SR141716. In saturation binding studies, only increases in [3H]CP55,940 Bmax, but not Kd, were observed, suggesting that these compounds stabilize low affinity receptors into a high affinity state. Among the series, the 2-pyrrolyl analog (I) exhibited greater potency than 1 in the [35S]GTP-γ-S binding assay and significantly enhanced the maximum binding level in the [3H]CP5,5940 binding assay, indicating greater CB1 receptor affinity and/or cooperativity.

ACS Chemical Neuroscience published new progress about Central nervous system disease. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, COA of Formula: C4H11NO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yasukata, Tatsuro published the artcilePractical Synthetic Method for the Preparation of Pyrone Diesters: An Efficient Synthetic Route for the Synthesis of Dolutegravir Sodium, Name: 2,2-Dimethoxyethanamine, the main research area is pyrone diester dolutegravir sodium synthesis.

A highly efficient and practical synthetic method for the preparation of pyrone diesters was established. The pyrone diester 3c (I) can be prepared from readily available starting materials on a multihundred gram scale. The pyrone diester 3c can easily be converted to dolutegravir sodium (II.Na). The synthetic route demonstrated herein provides an efficient and atom-economical synthetic method for preparing this potent anti-HIV agent.

Organic Process Research & Development published new progress about Atom economy. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Name: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nakamura, Shinji published the artcileDiscovery of phenylpyrrolidine derivatives as a novel class of retinol binding protein 4 (RBP4) reducers, Category: alcohols-buliding-blocks, the main research area is trifluoromethyl phenyl oxazolyl propanoic acid preparation RBP4 reducer SAR; pyrrolidinyloxy acetic acid trifluoromethyl phenyl preparation RBP4 reducer SAR; Age-related macular degeneration (AMD); Diabetes; Protein–protein interaction (PPI); Retinol-binding protein 4 (RBP4); Transthyretin (TTR).

Retinol-binding protein 4 (RBP4) is a potential drug target for metabolic and ophthalmol. diseases. A high-throughput screening of compound library has identified a small-mol. RBP4 reducer compound I, as a hit compound Aiming to provide a suitable tool for investigating the pharmacol. effects of RBP4 reducers, we conducted a structure-activity relationship study of compound I. Exploration of the aryl head, oxazole core, and propanoic acid tail of compound I resulted in the discovery of novel, potent, and orally available phenylpyrrolidine derivatives ({(3S)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid and ({(3R)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid. Compound ({(3S)-1-[3,5-bis(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid had a potent and long-lasting blood RBP4-level-reducing effect when orally administered to mice at a dose as low as 0.3 mg/kg.

Bioorganic & Medicinal Chemistry published new progress about Eye disease. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhou, Yirong published the artcileA rhodium catalyzed cycloisomerization and tandem Diels-Alder reaction for facile access to diverse bicyclic and tricyclic heterocycles, Related Products of alcohols-buliding-blocks, the main research area is exocyclic diene preparation regioselective chemoselective; allenene cycloisomerization tandem Diels Alder rhodium catalyst; cyclic heterocyclic preparation regioselective chemoselective; dienophile allenene cycloisomerization tandem Diels Alder rhodium catalyst.

A regioselective distal cycloisomerization of 1,6-allenenes e.g., N-allyl-N-tosylbuta-2,3-dien-1-amine was successfully developed to afford six-membered ring exocyclic 1,3-dienes e.g., 3,4-dimethylene-1-tosylpiperidine employing a rhodium/diphosphine catalyst system. Deuterium labeling experiments and DFT calculations were performed to provide insights into the reaction mechanism of this unprecedented transformation. In addition, one-pot tandem Diels-Alder reactions with various dienophiles e.g., N-Ph maleimide could readily construct diverse bicyclic and tricyclic nitrogen heterocycles e.g., I, which are ubiquitous core scaffolds for a variety of natural products and bioactives. High efficiency and exclusive chemo and regioselectivities for a broad substrate scope were achieved under mild conditions using a low catalyst loading of 0.5 mol%.

Chemical Science published new progress about Chemoselectivity. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Singh, Sangh Priya published the artcileRegioselective Synthesis of Functionalized Pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones via Tandem Post-Ugi Cyclization and Gold(I)-Catalyzed Annulation, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is pyrrolopyrazine dione preparation regioselective; dihydropyrazinone preparation cyclization gold catalyst; Ugi alkynamide cyclization.

A convenient synthesis of less explored pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones I (R = H, Me; R1 = H, i-Pr, cyclopropyl, thiophen-2-yl, etc.; RR1 = -(CH2)3-, -(CH2)4-; R2 = H, Me, Ph, 4-fluorophenyl, etc.; R3 = Cy, Bn, Ph, C(O)OEt;) and II is described in two steps from Ugi adducts RNHC(O)CH(R1)N(C(O)CCR2)CH2CH(OCH3)2. The method involves acid-mediated cyclization of Ugi adducts to form dihydropyrazinones II followed by gold(I)-catalyzed regioselective annulation. The generality of the transformation was established by reacting a variety of substituted dihydropyrazinones II under the optimized reaction conditions to form densely functionalized pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones I in good-to-excellent yields. It was also observed That some of the acetone-derived Ugi adducts furnish 7-acyl-pyrroloimidazolones III as a byproduct during TFA-mediated cyclization via alkyne-carbonyl metathesis and condensation.

Journal of Organic Chemistry published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kuznetsova, E. A. published the artcileDiastereoselective intramolecular cyclization/Povarov reaction cascade for the one-pot synthesis of polycyclic quinolines, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is diimidazoquinoline diimidazolone preparation one pot regioselective diastereoselective; aryl urea intramol cyclization Povarov reaction imidazolone oxoimidazolium.

The method for the synthesis of complex alkaloid-like aza-heterocycles has been developed through the Povarov reaction of in situ generated 2-oxoimidazolium cations. The reaction leads to the formation of 2 C-N, 2 C-C bonds and three stereocenters, and features excellent regio- and diastereoselectivity. Based on the controlled experiments and quantum chem. data, the mechanism of the reaction cyclization was proposed and diastereoselectivity origins were rationalized. Addnl., a straightforward synthesis of hardly accessible 4,4′-bi(imidazol-2-one) derivatives has been achieved using the same methodol.

Organic & Biomolecular Chemistry published new progress about Cyclization, stereoselective. 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileAcid-catalyzed reaction of 1-(2,2-dimethoxyethyl)ureas with phenols as an effective approach to diarylethanes and dibenzoxanthenes, Application of 2,2-Dimethoxyethanamine, the main research area is dimethoxyethyl urea preparation aryl alc trifluoroacetic acid catalyst; hydroxyarylethyl urea preparation; naphthol urea phenol trifluoroacetic acid catalyst; dibenzoxanthenemethyl urea preparation.

A one-pot synthesis of urea-substituted diarylethanes and dibenzoxanthenes starting from 1-(2,2-dimethoxyethyl)ureas and phenols was developed. The approach used readily available reagents and catalysts, requires mild reaction conditions and provides the target compounds in good to high yields.

ARKIVOC (Gainesville, FL, United States) published new progress about Alkylarenes Role: SPN (Synthetic Preparation), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Application of 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Rewcastle, Gordon W. published the artcileUnequivocal synthesis of substituted thiazolo[3,2-a]benzimidazoles, Related Products of alcohols-buliding-blocks, the main research area is thiazolobenzimidazole preparation.

An unequivocal route to individual substituted thiazolo[3,2-a]benzimidazole isomers I (R1 = H, Me; R2 = H, Me; R3 = H, OMe; R4 = CF3, OMe, NH2, etc.; R5 = H, OMe) has been developed, involving the acid-catalyzed intramol. condensation of dialkylacetals with the sulfur atom of benzimidazole-2-thiones II. Products I are isolated without isomerization, in contrast to several literature methods.

ARKIVOC (Gainesville, FL, United States) published new progress about Aromatic diamines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Ye published the artcileEnantioselective Desymmetrization of Bisphenol Derivatives via Ir-Catalyzed Allylic Dearomatization, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is bisphenol iridium allylic dearomatization catalyst; spirocyclic hexadienone stereoselective preparation.

Spirocyclic hexadienones with multiple stereogenic centers are frequently found in natural products but remain challenging targets to synthesize. Herein, we report the enantioselective desymmetrization of bisphenol derivatives via Ir-catalyzed allylic dearomatization reactions, affording spirocyclic hexadienone derivatives with up to three contiguous stereogenic centers in good yields (up to 90%) and excellent enantioselectivity (up to 99% ee). The high efficiency of this reaction is exemplified by the short reaction time (30 min), low catalyst loading (down to 0.2 mol %), and ability to perform the reaction on a gram-scale. The total syntheses of (+)-tatanan B and (+)-tatanan C were also realized using this Ir-catalyzed allylic dearomatization reaction as a key step.

Journal of the American Chemical Society published new progress about Dearomatization (Allylic). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts