Category: 69361-41-7

Choi, Junwon published the artcileEngineering Orthogonal Polypeptide GalNAc-Transferase and UDP-Sugar Pairs, Quality Control of 69361-41-7, the publication is Journal of the American Chemical Society (2019), 141(34), 13442-13453, database is CAplus and MEDLINE.

O-Linked α-N-acetylgalactosamine (O-GalNAc) glycans constitute a major part of the human glycome. They are difficult to study because of the complex interplay of 20 distinct glycosyltransferase isoenzymes that initiate this form of glycosylation, the polypeptide N-acetylgalactosaminyltransferases (GalNAc-Ts). Despite proven disease relevance, correlating the activity of individual GalNAc-Ts with biol. function remains challenging due to a lack of tools to probe their substrate specificity in a complex biol. environment. Here, we develop a “bump-hole” chem. reporter system for studying GalNAc-T activity in vitro. Individual GalNAc-Ts were rationally engineered to contain an enlarged active site (hole) and probed with a newly synthesized collection of 20 (bumped) uridine diphosphate N-acetylgalactosamine (UDP-GalNAc) analogs to identify enzyme-substrate pairs that retain peptide specificities but are otherwise completely orthogonal to native enzyme-substrate pairs. The approach was applicable to multiple GalNAc-T isoenzymes, including GalNAc-T1 and -T2 that prefer nonglycosylated peptide substrates and GalNAcT-10 that prefers a preglycosylated peptide substrate. A detailed investigation of enzyme kinetics and specificities revealed the robustness of the approach to faithfully report on GalNAc-T activity and paves the way for studying substrate specificities in living systems.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Quality Control of 69361-41-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Dower, William V. published the artcileThermal conversion of 1,5,9-triynes. [2 + 2 + 2] Cycloadditions or [3.3]sigmatropic shifts?, Product Details of C7H13BrSi, the publication is Tetrahedron (1986), 42(6), 1873-81, database is CAplus.

The gas phase pyrolysis products [labeled and unlabeled naphthalene and [1,2:4,5]dicyclobutabenzene or hexaradialene] of RCC(CH₂)₂CC(CH₂)₂CCR [R = H, D (I)] and HCC(CH₂)₂¹³C¹³C(CH₂)₂CCH (II) or 1,5,9-cyclododecatriyne (III) and III–1,10–¹³C₂ (IV), examined at 400-600°/10^-4-40 tor with ∼1 ms-15 s contact times, show that the mechanism involves a series of [3.3] sigmatropic shifts; [2 + 2 + 3] cycloadditions of the alkyne units do not occur. The preparation of I, II, III, and IV are discussed.

Tetrahedron published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Product Details of C7H13BrSi.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Donkervoort, Johannes G. published the artcileNovel organomanganese(II) complexes active as homogeneous catalysts in manganese(II)/copper(I) catalyzed carbon-carbon bond formation reactions, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Recueil des Travaux Chimiques des Pays-Bas (1996), 115(11/12), 547-548, database is CAplus.

Novel organomanganese complexes 2,6-(Me₂NCH₂)₂C₆H₂X (I; X = MnLiCl₂), prepared from I (X = Li) and MnCl₂, reacted with RLi (R = Me, Bu, Ph) to give the corresponding I (X = R). These new complexes are active catalysts with CuCl for cross-coupling reactions of R¹Br [R¹ = n-C₈H₁₇, BuCO(CH₂)₁₀, EtO₂CCH₂CH₂, CH₂:CHCH₂CH₂. Me₃SiCCCH₂CH₂] with R²MgCl (R² = Me₂CH, Bu, EtCHMe, Me₃C, n-C₁₄H₂₉) to give 8 corresponding R¹R² in 75-92% yield.

Recueil des Travaux Chimiques des Pays-Bas published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Donkervoort, Johannes G. published the artcileNovel tridentate diamino organomanganese(II) complexes as homogeneous catalysts in manganese(II)/copper(I) catalyzed carbon-carbon bond forming reactions, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Organometallic Chemistry (1998), 558(1-2), 61-69, database is CAplus.

The new, paramagnetic arylmanganese(II) complex Li[MnCl₂(NCN)] (2, NCN = [C₆H₃(CH₂NMe₂)₂-2,6]^–) was obtained in high yield from the reaction of MnCl₂ and [Li(NCN)]₂ in a 2:1 molar ratio. In THF solution, 2 is likely an ionic species [Li(THF)_n][MnCl₂(NCN)] (mol. weight determination and conductivity measurements), while magnetic measurements indicate that a high spin d⁵ Mn(II) center is present. Subsequent reaction of 2 with RLi afforded [MnR(NCN)] (R = Me, Bu). Complex 2, using CuCl as a co-catalyst, is an effective catalyst system for cross-coupling of Grignard reagents with alkyl bromides and the 1,4-addition of organomagnesium halides to α,β-unsaturated ketones. No further additives or co-solvents are necessary. For both reactions a dramatic decrease in reaction times is observed when compared to standard Mn/Cu systems. Alkyl bromides with unsaturated or heteroatom functionalities can be cross-coupled. Also, excellent reactivity towards normally unreactive β,β-disubstituted ketones was observed in the 1,4-addition reaction.

Journal of Organometallic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bian, Jianwei published the artcileEnantioselective Total Synthesis of (+)- and (-)-Nigellamine A₂, Product Details of C7H13BrSi, the publication is Journal of the American Chemical Society (2006), 128(23), 7428-7429, database is CAplus and MEDLINE.

The nigellamine alkaloids are dolabellane diterpenes displaying potent lipid metabolism-promoting activity. Total synthesis of (+)- and (-)-nigellamine A₂ has been accomplished. Absolute stereochem. of synthetic nigellamine A₂ was established through an intramol. asym. allylic alkylation using a Pd(phosphinooxazoline) catalyst. Other notable transformations include a radical alkynylation, a diastereoselective Nozaki-Hiyama-Kishi cyclization, and a regio- and stereoselective catalytic epoxidation On the basis of X-ray crystallog. anal. of an optically active intermediate, we have confirmed the assigned absolute stereochem. of the natural product. Minor modifications of the synthetic sequence outlined here should provide access to the other nigellamine alkaloids.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Product Details of C7H13BrSi.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Hartrampf, Felix W. W. published the artcileTotal Synthesis of Lycopladine A and Carinatine A via a Base-Mediated Carbocyclization, Synthetic Route of 69361-41-7, the publication is Journal of Organic Chemistry (2017), 82(15), 8206-8212, database is CAplus and MEDLINE.

A concise, enantioselective synthesis of lycopladine A and carinatine A is presented. Our synthetic approach hinges on the recently developed mild carbocyclization of ynones to furnish the hydrindane core of the alkaloids. Their pyridine ring was efficiently installed using the Ciufolini method. Both heterocycles of carinatine A, a rare naturally occurring nitrone, were formed in a single operation.

Journal of Organic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Synthetic Route of 69361-41-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Hernandez, Andres S. published the artcileEnantiospecific Synthesis of (+)- and (-)-Ferruginine from L-Glutamic Acid. Synthesis of Tropanes via Intramolecular Iminium Ion Cyclization, Category: bromides-buliding-blocks, the publication is Journal of Organic Chemistry (1996), 61(1), 314-23, database is CAplus.

Iminium ions, generated by decarbonylation of N-benzyl-5-[1-(methoxycarbonyl)-4-oxopentyl]prolines, undergo intramol. cyclization to afford 2,4-disubstituted tropanes in good yields. This transformation is also shown to be a stereospecific reaction. The value of these substituted tropanes has been demonstrated by functional group manipulation, leading to the enantiospecific synthesis of (+)-ferruginine, an alkaloid isolated from Darlinga ferruginea, and its unnatural enantiomer, (-)-ferruginine.

Journal of Organic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wisniewska, Hanna M. published the artcileFunctional-Group-Tolerant, Nickel-Catalyzed Cross-Coupling Reaction for Enantioselective Construction of Tertiary Methyl-Bearing Stereocenters, HPLC of Formula: 69361-41-7, the publication is Journal of the American Chemical Society (2013), 135(24), 9083-9090, database is CAplus and MEDLINE.

The first Negishi nickel-catalyzed stereospecific cross-coupling reaction of secondary benzylic esters is reported. A series of traceless directing groups is evaluated for ability to promote cross-coupling with dimethylzinc. Esters with a chelating thioether derived from com. available 2-(methylthio)acetic acid are most effective [e.g., (R)-1-(2-naphthyl)-1-Pr 2-(methylthio)acetate + ZnMe₂ → (S)-2-(sec-butyl)naphthalene]. The products are formed in high yield and with excellent stereospecificity. A variety of functional groups are tolerated in the reaction including alkenes, alkynes, esters, amines, imides, and O-, S-, and N-heterocycles. The utility of this transformation is highlighted in the enantioselective synthesis of a retinoic acid receptor agonist and a fatty acid amide hydrolase inhibitor.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C22H32O2, HPLC of Formula: 69361-41-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Karstens, W. F. J. published the artcilePalladium catalyzed cyclization reactions of acetylenic lactams, Quality Control of 69361-41-7, the publication is Journal of Organometallic Chemistry (2001), 624(1-2), 244-258, database is CAplus.

Lactams and oxazolidinones containing a 3-butynyl side chain at the four- and the three-position, resp., have been prepared by reductive alkylation of cyclic imides or by S_N2′-substitution of bromopropadiene with highly functionalized enantiopure organozinc reagents. Treatment of these compounds with aryl halides and one vinyl bromide using Pd(PPh₃)₄ as a catalyst gives rise to a coupling-cyclization reaction, yielding bicyclic enamides in which the aryl or vinyl moiety is incorporated. Remarkably, these groups are transferred stereoselectively cis with respect to the nitrogen nucleophile onto the triple bond. Structural proof for this unusual stereochem. outcome has been obtained by crystal structure anal. and NOE-difference spectroscopy of the cyclized products.

Journal of Organometallic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Quality Control of 69361-41-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Garbacz, Mateusz published the artcileSynthesis of chiral branched allylamines through dual photoredox/nickel catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Organic & Biomolecular Chemistry (2021), 19(39), 8578-8585, database is CAplus and MEDLINE.

This work describes a new approach for the preparation of allylamines, e.g., (S,E)-Et 7-((tert-butoxycarbonyl)amino)oct-5-enoate via cross-coupling of alkyl bromides, e.g., Et 4-bromobutanoate with simple 3-bromoallylamines, e.g., N-Boc (S,E)-4-bromobut-3-en-2-amine by merging the photoredox approach and Ni catalysis. The reaction proceeds under mild conditions, under blue light irradiation, and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides) and N-protected allylamines, as well as N-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting materials allows for rapid and easy construction of complex multifunctional allylamine derivatives without the loss of enantiomeric purity.

Organic & Biomolecular Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary