Tag: M.W=300-350

Spencer, John published the artcileMicrowave-mediated synthesis of an arylboronate library, Formula: C18H28BNO2, the publication is ACS Combinatorial Science (2011), 13(1), 24-31, database is CAplus and MEDLINE.

A series of arylboronates has been synthesized from the reaction of 2-(2-, (3-, or (4-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane resp. with a range of N-, S-, and O-nucleophiles, using microwave-mediated chem. For the synthesis of N- and S-substituted boronates, a supported base, PS-NMM, was employed, and many reactions were complete within 15 min. With O-nucleophiles, a mixture of tetrabutylammonium bromide, potassium carbonate, and sodium hydroxide was employed. The resulting aminomethyl, mercaptomethyl, or alkoxy-/phenoxymethyl-arylboronates were subjected to microwave-mediated Suzuki Miyaura coupling reactions to afford a range of biaryls in moderate to good yields. The x-ray structures of five boronates were determined

ACS Combinatorial Science published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C6H12Br2, Formula: C18H28BNO2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Rahimi, Alireza published the artcileChemoselective Metal-Free Aerobic Alcohol Oxidation in Lignin, Quality Control of 219543-09-6, the publication is Journal of the American Chemical Society (2013), 135(17), 6415-6418, database is CAplus and MEDLINE.

An efficient organocatalytic method for chemoselective aerobic oxidation of secondary benzylic alcs. within lignin model compounds has been identified. Extension to selective oxidation in natural lignins has also been demonstrated. The optimal catalyst system consists of 4-acetamido-TEMPO (5 mol %; TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) in combination with HNO₃ and HCl (10 mol % each). Preliminary studies highlight the prospect of combining this method with a subsequent oxidation step to achieve C-C bond cleavage.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Quality Control of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Takahashi, Yusuke published the artcileSynthesis of Biaryls Having a Piperidylmethyl Group Based on Space Integration of Lithiation, Borylation, and Suzuki-Miyaura Coupling, Safety of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, the publication is European Journal of Organic Chemistry (2020), 2020(5), 618-622, database is CAplus.

In a flow microreactor, aryllithiums bearing a piperidylmethyl group were generated using nBuLi by precise residence time control and effective temperature control, and then selectively borylated with boronic esters such as 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (BpinOiPr) and tri-Me borate B(OMe)₃ by fast mixing. Moreover, the direct integration with Suzuki-Miyaura cross coupling were successfully achieved to obtain nitrogen-containing biaryl compounds The present method could be applied for the straightforward synthesis of the key intermediate of a bioactive component bearing a piperidylmethyl-biphenyl framework.

European Journal of Organic Chemistry published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C13H16O2, Safety of 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Waser, Philipp published the artcileAn RCM-Based Total Synthesis of the Antibiotic Disciformycin B, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Angewandte Chemie, International Edition (2020), 59(40), 17393-17397, database is CAplus and MEDLINE.

The total synthesis of the potent new antibiotic disciformycin B is described, which shows significant activity against methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA/VRSA) strains. The synthetic route is based on macrocyclization of a tetraene substrate to the 12-membered macrolactone core by ring-closing olefin metathesis (RCM). Although macrocyclization was accompanied by concomitant cyclopentene formation by an alternative RCM pathway, conditions were established to give the macrocycle as the major product. Key steps in the construction of the Ring Closure Metathesis substrate include a highly efficient Evans syn-aldol reaction, the asym. Brown allylation of angelic aldehyde, and the stereoselective Zn(BH₄)₂-mediated 1,2-reduction of an enone. The synthesis was completed by late-stage dehydrative glycosylation to introduce the D-arabinofuranosyl moiety and final chemoselective allylic alc. oxidation

Angewandte Chemie, International Edition published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C15H21BO3, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Down, Kenneth published the artcileDiscovery of GSK251: A Highly Potent, Highly Selective, Orally Bioavailable Inhibitor of PI3Kδ with a Novel Binding Mode, SDS of cas: 859833-21-9, the publication is Journal of Medicinal Chemistry (2021), 64(18), 13780-13792, database is CAplus and MEDLINE.

Optimization of a previously reported lead series of PI3Kδ inhibitors with a novel binding mode led to the identification of a clin. candidate compound 31 (GSK251)(I). Removal of an embedded Ames-pos. heteroaromatic amine by reversing a sulfonamide followed by locating an interaction with Trp760 led to a highly selective compound 9 (II). Further optimization to avoid glutathione trapping, to enhance potency and selectivity, and to optimize an oral pharmacokinetic profile led to the discovery of compound 31 (GSK251) that had a low predicted daily dose (45 mg, b.i.d) and a rat toxicity profile suitable for further development.

Journal of Medicinal Chemistry published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C18H28BNO2, SDS of cas: 859833-21-9.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Meador, Rowan I. L. published the artcileTandem elimination-oxidation of tertiary benzylic alcohols with an oxoammonium salt, COA of Formula: C11H21BF4N2O2, the publication is Organic & Biomolecular Chemistry (2021), 19(28), 6233-6236, database is CAplus and MEDLINE.

Tertiary benzylic alcs. reacted with oxoammonium salts, underwent a tandem elimination/allylic oxidation to provide an allylic ether product in a single step. This mode of reactivity provided a rapid entry into allylic ethers from certain benzylic tertiary alcs. The allylic ether cleaved under reductive conditions to reveal the allylic alc.

Organic & Biomolecular Chemistry published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, COA of Formula: C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Vaisanen, Saija published the artcileCellulose dissolution in aqueous NaOH-ZnO: cellulose reactivity and the role of ZnO, Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Cellulose (Dordrecht, Netherlands) (2021), 28(3), 1267-1281, database is CAplus.

Cellulose utilization at its full potential often requires its dissolution which is challenging. Aqueous NaOH is the solvent of choice due to the rapid, non-toxic, low cost and environmentally friendly dissolution process. However, there are several limitations, such as the required low temperature and cellulose’s moderately low d.p. and concentration Moreover, there is a tendency for gelation of semidilute solutions with time and temperature The addition of ZnO aids cellulose dissolution and hinders self-aggregation in the NaOH solution; however, the exact role of ZnO has remained as an open question. In this work, we studied cellulose dissolution in the aqueous NaOH-ZnO system as well as the reactivity of the dissolved cellulose by oxidation with 4-AcNH-TEMPO⁺ (TEMPO⁺). Based on Raman spectroscopic studies and the TEMPO⁺-reactivities, we propose a new structure for cellulose dissolved in aqueous NaOH-ZnO.

Cellulose (Dordrecht, Netherlands) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C7H8BClO2, Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem