Month: November 2022

Kischkewitz, Marvin published the artcileRadical-polar crossover reactions of vinylboron ate complexes, HPLC of Formula: 31253-08-4, the publication is Science (Washington, DC, United States) (2017), 355(6328), 936-938, database is CAplus and MEDLINE.

Vinyl boronic esters are valuable substrates for Suzuki-Miyaura cross-coupling reactions. However, boron-substituted alkenes have drawn little attention as radical acceptors, and the radical chem. of vinylboron ate complexes is underexplored. We show here that carbon radicals add efficiently to vinylboron ate complexes and that their adduct radical anions undergo radical-polar crossover: a 1,2-alkyl/aryl shift from boron to the α-carbon sp² center provides secondary or tertiary alkyl boronic esters. In contrast to the Suzuki-Miyaura coupling, a transition metal is not required, and two carbon-carbon bonds are formed. The valuable boronic ester moiety remains in the product and can be used in follow-up chem., enlarging the chem. space of the method. The cascade uses com. starting materials and provides access to perfluoroalkylated alcs., γ-lactones, γ-hydroxy alkylnitriles, and compounds bearing quaternary carbon centers.

Science (Washington, DC, United States) published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, HPLC of Formula: 31253-08-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Augeri, David J. published the artcilePotent and Selective Non-Cysteine-Containing Inhibitors of Protein Farnesyltransferase, HPLC of Formula: 165534-79-2, the publication is Journal of Medicinal Chemistry (1998), 41(22), 4288-4300, database is CAplus and MEDLINE.

Potent and selective non-thiol-containing inhibitors of protein farnesyltransferase are described. FTI-276 was transformed into the pyridyl ether analog. The potency of the pyridyl ether was improved by modification of the biphenyl core to that of an o-tolyl substituted biphenyl core. In addition to 0.4 nM in vitro potency, this compound displayed 350 nM potency in whole cells as the parent carboxylic acid. The o-tolyl biphenyl core dramatically and unexpectedly enhanced the potency of other compounds

Journal of Medicinal Chemistry published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, HPLC of Formula: 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Khaliullin, F. A. published the artcileSynthesis and Antidepressant Activity of 4-Alkyl-5-Bromo-2,4-Dihydro-2-(Thietan-3-yl)-1,2,4-Triazol-3-Ones, Quality Control of 638-45-9, the publication is Pharmaceutical Chemistry Journal (2021), 55(2), 123-129, database is CAplus.

A series of 4-alkyl-5-bromo-2,4-dihydro-2-(thietan-3-yl)-1,2,4-triazol-3-ones I (R = Me, Bn, Et, etc.) were synthesized by reacting 5-bromo-2,4-dihydro-2-(thietan-3-yl)-1,2,4-triazol-3-one (II) with alkyl halides RX (X = I, Br) and di-Me sulfate. The antidepressant activity of the synthesized compounds I in non-inbred male mice was investigated using tail-suspension and forced-swim tests. Compounds II and I (R = Me, n-Pr, Bn, 2-bromoethyl) after a single i.p. injection produced antidepressant effects in screening tests and did not cause sedative and/or psychostimulatory effects in the open-field test. Compound II produced an antidepressant effect comparable to that of fluoxetine, had low toxicity (class IV toxicity), and was superior to fluoxetine in therapeutic index and strength of the antidepressant effect after a course of administration. The calculated physicochem. properties and toxic risks showed that all synthesized compounds I complied fully with Lipinski’s rule of five. The calculated drug score and absence of predicted toxic risks for the most active compound II suggested that it was promising for creating a new pharmaceutical substance with antidepressant activity.

Pharmaceutical Chemistry Journal published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Quality Control of 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Yan published the artcileCobalt-catalysed enantioselective C(sp³)-C(sp³) coupling, Application In Synthesis of 638-45-9, the publication is Nature Catalysis (2021), 4(10), 901-911, database is CAplus.

Enantioselective C(sp³)-C(sp³) coupling substantially impacts organic synthesis but remains challenging. Cobalt has played an important role in the development of homogeneous organometallic catalysis, but there are few examples of its use in asym. cross-coupling. Here, a cobalt-catalyzed enantioselective C(sp³)-C(sp³) coupling reaction, namely, alkene hydroalkylation, to access chiral fluoroalkanes was reported. This reaction represents a catalyst-controlled enantioselective coupling mode in which a tailor-made auxiliary is unnecessary; via this reaction, an aliphatic C-F stereogenic center can be introduced at the desired position in an alkyl chain.

Nature Catalysis published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Application In Synthesis of 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Yan published the artcileCobalt-catalysed enantioselective C(sp³)-C(sp³) coupling, Synthetic Route of 161370-66-7, the publication is Nature Catalysis (2021), 4(10), 901-911, database is CAplus.

Enantioselective C(sp³)-C(sp³) coupling substantially impacts organic synthesis but remains challenging. Cobalt has played an important role in the development of homogeneous organometallic catalysis, but there are few examples of its use in asym. cross-coupling. Here, a cobalt-catalyzed enantioselective C(sp³)-C(sp³) coupling reaction, namely, alkene hydroalkylation, to access chiral fluoroalkanes was reported. This reaction represents a catalyst-controlled enantioselective coupling mode in which a tailor-made auxiliary is unnecessary; via this reaction, an aliphatic C-F stereogenic center can be introduced at the desired position in an alkyl chain.

Nature Catalysis published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Synthetic Route of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Jones, Andrew C. published the artcileA Ball Milling-Enabled Cross-Electrophile Coupling, Quality Control of 638-45-9, the publication is Organic Letters (2021), 23(16), 6337-6341, database is CAplus and MEDLINE.

The nickel-catalyzed cross-electrophile coupling of aryl halides and alkyl halides enabled by ball-milling is herein described. Under a mechanochem. manifold, the reductive C-C bond formation was achieved in the absence of bulk solvent and air/moisture sensitive set-ups, in reaction times of 2 h. The mech. action provided by ball milling permits the use of a range of zinc sources to turnover the nickel catalytic cycle, enabling the synthesis of 28 cross-electrophile coupled products.

Organic Letters published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Quality Control of 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Lesniak, Robert K. published the artcileDiscovery of G2019S-Selective Leucine Rich Repeat Protein Kinase 2 inhibitors with in vivo efficacy, Safety of 4-Iodo-3-nitrobenzonitrile, the publication is European Journal of Medicinal Chemistry (2022), 114080, database is CAplus and MEDLINE.

The discovery and development of compound I, an indazole-based, G2019S-selective (>2000-fold vs. WT) LRRK2 inhibitor capable of entering rodent brain (K_p = 0.5) and selectively inhibiting G2019S-LRRK2 was reported. The compounds disclosed herein present a starting point for further development of brain penetrant G2019S selective inhibitors that hopefully reduce lung phenotype side-effects and pave the way to providing a precision medicine for people with PD who carry the G2019S mutation.

European Journal of Medicinal Chemistry published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, Safety of 4-Iodo-3-nitrobenzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Scott, Robert W. published the artcileDevelopment of a scalable synthesis to VEGFR Inhibitor AG-28262, Application In Synthesis of 602303-26-4, the publication is Organic Process Research & Development (2006), 10(2), 296-303, database is CAplus.

The synthesis of N,2-dimethyl-6-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzo[b]thiophene-3-carboxamide (I, AG-28262) on kilogram scale is described. Initial syntheses of key components 6-hydroxy-N-2-dimethylbenzo[b]thiophene-3-carboxamide (II) and 7-chloro-2-(1-methyl-1H-imidazol-2-yl)thieno[3,2b]pyridine (III) worked well on laboratory scale but had significant drawbacks for larger-scale manufacture Therefore, new routes to these two key fragments were developed and demonstrated to synthesize kilogram quantities. Key steps involve a two-step thiophenol alkylation/cyclization protocol to synthesize II in a convergent manner. A difficult Pd-mediated coupling to produce III was replaced with a more scalable stepwise imidazole synthesis. Key rationale for the new routes are discussed.

Organic Process Research & Development published new progress about 602303-26-4. 602303-26-4 belongs to iodides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Iodide, name is 7-Chloro-2-iodothieno[3,2-b]pyridine, and the molecular formula is C7H13NO2, Application In Synthesis of 602303-26-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Hudson, Christine M. published the artcileSynthesis and mesomorphic properties of some disubstituted unsymmetrical phenyl-1,2,4,5-tetrazines, Quality Control of 134322-01-3, the publication is Liquid Crystals (1995), 19(6), 871-81, database is CAplus.

The synthesis of unsym. phenyl-1,2,4,5-tetrazines containing a cyano group either on the Ph ring (1a) or the tetrazine ring (11a, 11b) was accomplished by the introduction of the cyano group after formation of the tetrazine ring. The mesomorphic, solubility and absorption properties of these tetrazines and alkoxy tetrazines (12a–d) were studied. The compounds containing the cyano group on the tetrazine ring showed smectic A phases while nematic phases were observed in some of the alkoxy tetrazines.

Liquid Crystals published new progress about 134322-01-3. 134322-01-3 belongs to iodides-buliding-blocks, auxiliary class Salt,Iodide,Amine,Amidine,Benzene, name is 4-Iodobenzimidamide hydrochloride, and the molecular formula is C7H8ClIN2, Quality Control of 134322-01-3.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Suryawanshi, S. N. published the artcileFacile ω-bromination(iodination) of longifolene with bromine-pyridine(iodine) monochloride-pyridine complex, Related Products of iodides-buliding-blocks, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1979), 17B(3), 304-5, database is CAplus.

Bromination of longifolene (I, R = H) with pyridine perbromide at 0-5° gave 98% pure I (R = Br), whereas iodination of longifolene with ICl-pyridine complex in AcOH gave 90% I (R = I). However, halogenation of camphene with Br₂ or ICl or their complexes with pyridine was non-specific and gave a mixture of products.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C4H10Br2CoO2, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com