Day: November 25, 2022

Luo, Zhi-chen published the artcileSyhthesis of vanillin 1, 2-propylene glycol acetal with copper p-toluene sulfonate catalyst, COA of Formula: C11H14O4, the publication is Huaxue Shijie (2010), 51(11), 675-677, database is CAplus.

Vanillin-1,2-propylene glycol acetal was synthesized from vanillin and 1,2-propylene glycol using copper p-toluene sulfonate as catalyst and benzene as water stripping agent. The effects of molar ratio of the reactants, catalyst dosage and reaction time on yield were investigated. Copper p-toluene sulfonate showed high catalytic activity, and the catalyst was reused for 3 times. The preferential conditions are as follows: based on 15.2g(0.1 mol) of vanillin, the molar ratio of vanillin to 1,2-propylene glycol is 1: 1.60; the dosage of catalyst is 0.9g, the amount of benzene as water stripping agent is 25 mL; and the reaction time is 2.5 h. The yield can achieve 87%.

Huaxue Shijie published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, COA of Formula: C11H14O4.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Yang, Zhiping published the artcileEnantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Angewandte Chemie, International Edition (2021), 60(52), 27288-27292, database is CAplus and MEDLINE.

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodol. was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

Angewandte Chemie, International Edition published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C9H9ClN2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

He, Si-Qing published the artcilePreparation of carboxyethyltin group-functionalized highly ordered mesoporous organosilica composite material with double acid sites, Name: 1,4-Dioxaspiro[4.5]decane, the publication is Journal of Materials Science (2019), 54(6), 4601-4618, database is CAplus.

A series of highly ordered mesoporous ethane-bridged organosilica composite materials functionalized by carboxyethyltin group, SnR-Si(Et)Si-X (SnR and Si(Et)Si denote [Sn(CH₂)₂COOH]³⁺ and ethane-bridged organosilica groups, resp.), were successfully designed through one-step co-condensation-hydrothermal method. The pore morphol. and textural properties, Sn(IV) coordination environment, the type of acid site, Bronsted and Lewis acid strength were systematically characterized by LXRD, TEM observation, N₂ porosimetry measurements, MAS NMR (²⁹Si, ¹³C, ¹¹⁹Sn), UV-Vis diffuse reflectance spectrum, as well as ¹H and ³¹P MAS NMR, FT-IR anal. of adsorbed pyridine, acid-base titration Composite materials SnR-Si(Et)Si-X possess Bronsted and Lewis acid sites, which originates from -COOH in [Sn(CH₂)₂COOH]³⁺ group and bridging OH in [Si(OH)SnR] group as well as tetrahedral coordination framework Sn(IV) in the open configuration [SnR(SiO)₃(OH)], resp. The above 2D hexagonal mesoporous structure with unique textural properties, double acid sites (Bronsted and Lewis acid sites) and hydrophobic surface make SnR-Si(Et)Si-X exhibit excellent acid catalytic activity, reusability and water tolerance toward ketalization of cyclohexanone with glycol in absence of azeotrope agent at low temperature

Journal of Materials Science published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Name: 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Li, Guixian published the artcileEfficient and highly-selective cycloaddition of epoxides with carbonyl compound over Wells-Dawson type heteropolyacids, COA of Formula: C6H12O2, the publication is Journal of Molecular Catalysis A: Chemical (2005), 236(1-2), 72-76, database is CAplus.

Wells-Dawson type Heteropolyacids (H_6+nP₂Mo_18-nV_nO₆₂) (n = 0-2, 4) have proved to be efficient heterogeneous catalysts for the reaction of epoxides with carbonyl compounds to form 1,3-dioxolane derivatives Especially, when H₇P₂Mo₁₇VO₆₂ was used to catalyze the reaction between acetone and epoxypropane, the selectivity to 1,3-dioxolane reached to 93.3% with nearly complete conversion of epoxide and 1.1 × 10⁴ h^-1 of TOF.

Journal of Molecular Catalysis A: Chemical published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, COA of Formula: C6H12O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Ghosh, Avipsa published the artcileCoupling Catalytic Alkene Hydroacylation and α-Arylation: Enantioselective Synthesis of Heterocyclic Ketones with α-Chiral Quaternary Stereocenters, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is ACS Catalysis (2016), 6(4), 2673-2680, database is CAplus.

We report a strategy that combines alkene hydroacylation and enantioselective α-(hetero)arylation reactions to form a wide variety of nitrogen-containing heterocyclic ketones bearing α-chiral quaternary stereogenic centers. Exo-selective, intramol. Ni-catalyzed hydroacylations of N-homoallylindole- and N-homoallylpyrrole-2-carboxaldehydes form α-substituted six-membered heterocyclic ketones in up to 95% yield, while N-heterocyclic carbene (NHC) catalyzed hydroacylations of N-allylindole- and N-allylpyrrole-2-carboxaldehydes form α-substituted five-membered heterocyclic ketones in up to 99% yield. The racemic five- and six-membered products of Ni- and NHC-catalyzed hydroacylation reactions are readily transformed into heterocyclic ketones containing an α-chiral quaternary stereogenic center by enantioselective Ni-catalyzed α-arylation and α-heteroarylation reactions. The chiral, nonracemic products formed through a combination of alkene hydroacylation and α-(hetero)arylation reactions are formed in moderate to high yields (44-99%) with excellent enantioselectivities (typically >95% ee). The identity of the precatalyst for Ni-catalyzed α-(hetero)arylation is dictated by the identity of the α-substituted heterocyclic ketone starting material. α-(Hetero)arylations of six-membered heterocyclic ketones occur at 65-85 °C in the presence of a catalyst generated in situ from Ni(COD)₂ and (R)-BINAP or (R)-DIFLUORPHOS. α-(Hetero)arylation of five-membered heterocyclic ketones must be conducted at room temperature in the presence of an [((R)-BINAP)Ni(η²-NC-Ph)] precatalyst or a catalyst generated in situ from Ni(COD)₂, (R)-DIFLUORPHOS, and benzonitrile.

ACS Catalysis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Naodovic, Marina published the artcileEnantioselective Ag-catalyzed allylation of aldimines, Related Products of dioxole, the publication is European Journal of Organic Chemistry (2009), 5129-5131, database is CAplus and MEDLINE.

A highly enantioselective synthesis of homoallylic amines, using allyltrimethoxysilane under Ag^I catalytic conditions, has been developed. Among the chiral ligands investigated, a remarkable difference in the resulting Ag^I complexes was observed Under mild conditions and low catalyst loadings, homoallylamines were produced in high ee values (up to 80%) and good yields. The methodol. can be further extended to a diastereoselective and enantioselective crotylation of aldimines. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.

European Journal of Organic Chemistry published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Related Products of dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Brockway, Anthony J. published the artcileSynthesis and evaluation of analogs of 5′-(((Z)-4-amino-2-butenyl)methylamino)-5′-deoxyadenosine (MDL 73811, or AbeAdo) – An inhibitor of S-adenosylmethionine decarboxylase with antitrypanosomal activity, COA of Formula: C8H14O2, the publication is Bioorganic & Medicinal Chemistry (2017), 25(20), 5433-5440, database is CAplus and MEDLINE.

We describe our efforts to improve the pharmacokinetic properties of a mechanism-based suicide inhibitor of the polyamine biosynthetic enzyme S-adenosylmethionine decarboxylase (AdoMetDC), essential for the survival of the eukaryotic parasite Trypanosoma brucei responsible for Human African Trypanosomiasis (HAT). The lead compound, 5′-(((Z)-4-amino-2-butenyl)methylamino)-5′-deoxyadenosine (1, also known as MDL 73811, or AbeAdo), has curative efficacy at a low dosage in a hemolymphatic model of HAT but displayed no demonstrable effect in a mouse model of the CNS stage of HAT due to poor blood-brain barrier permeation. Therefore, we prepared and evaluated an extensive set of analogs with modifications in the aminobutenyl side chain, the 5′-amine, the ribose, and the purine fragments. Although we gained valuable structure-activity insights from this comprehensive dataset, we did not gain traction on improving the prospects for CNS penetration while retaining the potent antiparasitic activity and metabolic stability of the lead compound 1.

Bioorganic & Medicinal Chemistry published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, COA of Formula: C8H14O2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Varfolomeev, S. D. published the artcileNew possibilities in the synthesis of fuel oxygenates from renewable sources, Synthetic Route of 177-10-6, the publication is Russian Chemical Bulletin (2019), 68(4), 717-724, database is CAplus.

A general problem in the production of the main types of liquid biofuel, bioethanol and biodiesel, is that renewable resources are not utilized completely. These are ballast polyols: hemicellulose or its structural units, pentaat. monosaccharides (xylose and arabinose), and biodiesel glycerol. The problem of utilization of these compounds by transforming them into a hydrophobized fuel form by the conversion to cyclic ketals (CK) during condensation with lower carbonyl compounds is reviewed. The CK-ethanol pair significantly increases the octane number and provides phase stability of fuel compositions The ability of CK to inhibit radical processes responsible for fuel characteristics was studied in model reactions with Ph radicals and at. chlorine. The carbon-centered radicals formed in protic media are transformed into more stable cyclic radical cations. Alternative methods of processing natural raw materials using biocatalysis and supercritical fluid technologies are analyzed.

Russian Chemical Bulletin published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C10H12F6N4O6PdS2, Synthetic Route of 177-10-6.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Ovsyannikova, M. N. published the artcileAntibacterial activity of substituted 1,3-dioxolanes, Computed Properties of 177-10-6, the publication is Pharmaceutical Chemistry Journal (2013), 47(3), 142-145, database is CAplus.

Cyclic ketals and acetals (1,3-dioxolanes) substituted at positions 2 and 4 of the dioxolane ring, prepared by condensation of glycerol and ethylene glycol with aldehydes and ketones, exhibited antimicrobial activity against Gram-pos. and Gram-neg. bacteria. This activity, which may be associated with the antiradical activity of the compounds and depended on their hydrophilic-hydrophobic balance, allows targeted variation in structural parameters for the creation of new active compounds Cyclic ketals with high antimicrobial activity can be used as antiseptics for sterilization of working surfaces and instruments.

Pharmaceutical Chemistry Journal published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Computed Properties of 177-10-6.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Morin, Marie S. T. published the artcileEfficiency of Industrially Relevant Atropisomeric Diphosphines in Copper-Catalyzed 1,4-Asymmetric Conjugate Addition of Dialkylzincs to Cyclic or Acyclic Enones or Dienones, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Synthesis (2015), 47(17), 2570-2577, database is CAplus.

Industrially relevant atropisomeric diphosphines such as 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP), 6,6′-bis(diphenylphosphino)-2,2′,3,3′-tetrahydro-5,5′-bi-1,4-benzodioxin (SYNPHOS), and 5,5′-bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole (DIFLUORPHOS) have demonstrated their efficiency in the copper-catalyzed asym. conjugate addition of various dialkylzincs to α-aryl enones, α-aryl dienones, and cyclic dienones. Excellent 1,4- or 1,6-regioselectivities and enantioselectivities (up to 97% ee) were attained, even with challenging sterically hindered Michael acceptors.

Synthesis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem