Tag: M.W=250-300

Hsieh, Wei-Che published the artcileSynthesis of (R)- and (S)-Fmoc-protected diethylene glycol gamma PNA monomers with high optical purity, COA of Formula: C11H15N3O5, the publication is Journal of Organic Chemistry (2019), 84(3), 1276-1287, database is CAplus and MEDLINE.

A robust synthetic route has been developed for preparing optically pure, Fmoc-protected diethylene glycol-containing (R)- and (S)-γPNA monomers. The strategy involves the application of 9-(4-bromophenyl)-9-fluorenyl as a temporary, safety-catch protecting group for the suppression of epimerization in the O-alkylation and reductive amination steps. The optical purities of the final monomers were determined to be greater than 99.5% ee, as assessed by ¹⁹F-NMR and HPLC. The new synthetic methodol. is well-suited for large-scale monomer production, with most synthetic steps providing excellent chem. yields without the need for chromatog. purification other than a simple workup and precipitation

Journal of Organic Chemistry published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C11H15N3O5, COA of Formula: C11H15N3O5.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Mannisto, Jere K. published the artcileOne-Step Synthesis of 3,4-Disubstituted 2-Oxazolidinones by Base-Catalyzed CO₂ Fixation and Aza-Michael Addition, SDS of cas: 944401-58-5, the publication is Chemistry – A European Journal (2019), 25(44), 10284-10289, database is CAplus and MEDLINE.

A new, single-step approach to 3,4-disubstituted 2-oxazolidinones by aza-Michael addition using CO₂ as a carbonyl source and 1,1,3,3-tetramethylguanidine (TMG) as a catalyst was reported. The modular reaction, which occurred between a γ-brominated Michael acceptor, CO₂ and an arylamine, aliphatic amine or phenylhydrazine was performed under mild conditions. The regiospecific reaction displayed good yields (average 75 %) and excellent functional-group compatibility. In addition, late-stage functionalization of drug and drug-like mols. wais demonstrated. The exptl. results suggested a mechanism consisting of several elementary steps: TMG-assisted carboxylation of aniline; generation of an O-alkyl carbamate; and the final ring-forming step through an intramol. aza-Michael addition

Chemistry – A European Journal published new progress about 944401-58-5. 944401-58-5 belongs to pyrimidines, auxiliary class Trifluoromethyl,Pyrimidine,Fluoride,Boronic acid and ester,Amine,Boronate Esters,Boronic acid and ester,, name is 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, and the molecular formula is C11H15BF3N3O2, SDS of cas: 944401-58-5.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Volpi, Stefano published the artcileSubmonomeric strategy with minimal protection for the synthesis of C(2)-modified peptide nucleic acids, Application of 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, the publication is Organic Letters (2021), 23(3), 902-907, database is CAplus and MEDLINE.

A novel synthesis of C(2)-modified peptide nucleic acids (PNAs) is proposed, using a submonomeric strategy with minimally protected building blocks, which allowed a reduction in the required synthetic steps. N(3)-unprotected, D-Lys- and D-Arg-based backbones were used to obtain pos. charged PNAs with high optical purity, as inferred from chiral GC measurements. “Chiral-box” PNAs targeting the G12D point mutation of the KRAS gene were produced using this method, showing improved sequence selectivity for the mutated- vs wild-type DNA strand with respect to unmodified PNAs.

Organic Letters published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C8H8O2, Application of 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Pothukanuri, Srinivasu published the artcileExpanding the scope and orthogonality of PNA synthesis, SDS of cas: 172405-16-2, the publication is European Journal of Organic Chemistry (2008), 3141-3148, database is CAplus.

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromols. for microarraying purposes and other applications based on programmable self assembly. A cornerstone of these endeavors is the orthogonality of PNA synthesis with other chemistries. Herein, the authors present a thorough investigation of six types of protecting groups for the terminal nitrogen atom (Alloc, Teoc, 4-N₃Cbz, Fmoc, 4-OTBSCbz, and Azoc) and five protecting groups on the nucleobases (Cl-Bhoc, F-Bhoc, Teoc, 4-OMeCbz, and Boc).

European Journal of Organic Chemistry published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C11H15N3O5, SDS of cas: 172405-16-2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Burger, Matthew T. published the artcileIdentification of NVP-BKM120 as a Potent, Selective, Orally Bioavailable Class I PI3 Kinase Inhibitor for Treating Cancer, Application In Synthesis of 944401-58-5, the publication is ACS Medicinal Chemistry Letters (2011), 2(10), 774-779, database is CAplus and MEDLINE.

Phosphoinositide-3-kinases (PI3Ks) are important oncol. targets due to the deregulation of this signaling pathway in a wide variety of human cancers. Herein we describe the structure guided optimization of a series of 2-morpholino, 4-substituted, 6-heterocyclic pyrimidines where the pharmacokinetic properties were improved by modulating the electronics of the 6-position heterocycle, and the overall druglike properties were fine-tuned further by modification of the 4-position substituent. The resulting 2,4-bismorpholino 6-heterocyclic pyrimidines are potent class I PI3K inhibitors showing mechanism modulation in PI3K dependent cell lines and in vivo efficacy in tumor xenograft models with PI3K pathway deregulation (A2780 ovarian and U87MG glioma). These efforts culminated in the discovery of 15 (NVP-BKM120), currently in Phase II clin. trials for the treatment of cancer.

ACS Medicinal Chemistry Letters published new progress about 944401-58-5. 944401-58-5 belongs to pyrimidines, auxiliary class Trifluoromethyl,Pyrimidine,Fluoride,Boronic acid and ester,Amine,Boronate Esters,Boronic acid and ester,, name is 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, and the molecular formula is C11H15BF3N3O2, Application In Synthesis of 944401-58-5.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Sugiyama, Toru published the artcileSynthesis of PNA using a Fmoc/Boc protecting group strategy, COA of Formula: C11H15N3O5, the publication is Nucleic Acids Research Supplement (2002), 145-146, database is CAplus.

A symposium on the authors’ work. Syntheses of PNA monomers whose nucleobases are protected with Boc group are described. To overcome the solubility problem of carboxymethyl-guanine derivative, the 2-trimethylsilylethyl group was introduced at O⁶ as a second protecting group.

Nucleic Acids Research Supplement published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C4H4N2O2, COA of Formula: C11H15N3O5.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Borsari, Chiara published the artcileSecond-generation tricyclic pyrimido-pyrrolo-oxazine mTOR inhibitor with predicted blood-brain barrier permeability, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, the publication is RSC Medicinal Chemistry (2021), 12(4), 579-583, database is CAplus and MEDLINE.

Highly selective mTOR inhibitors have been discovered through the exploration of the heteroaromatic ring engaging the binding affinity region in mTOR kinase. Compound 11 showed predicted BBB permeability in a MDCK-MDR1 permeability in vitro assay, being the first pyrimido-pyrrolo-oxazine with potential application in the treatment of neurol. disorders.

RSC Medicinal Chemistry published new progress about 944401-58-5. 944401-58-5 belongs to pyrimidines, auxiliary class Trifluoromethyl,Pyrimidine,Fluoride,Boronic acid and ester,Amine,Boronate Esters,Boronic acid and ester,, name is 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine, and the molecular formula is C11H15BF3N3O2, Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyrimidin-2-amine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia