Category: 69361-41-7

Garbacz, Mateusz published the artcileThe Synthesis of Chiral Allyl Carbamates via Merger of Photoredox and Nickel Catalysis, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Advanced Synthesis & Catalysis (2020), 362(15), 3213-3222, database is CAplus.

A mild and versatile, organophotoredox/Ni-mediated protocol was developed for the direct preparation of diverse enantioenriched allyl carbamates. The reported approach represented a significant departure from classical step-by-step synthesis of allyl carbamates. This dual photoredox/Ni based strategy offered unrivalled capacity for convergent unification of readily available alkyl halides and chiral carbamates derived from 1-bromo-alken-3-ols with high chemoselectivity and efficiency. The reported photoredox/Ni catalyzed cross-coupling reaction was not limited to carbamates, but also to other O-derivatives such as esters, ethers, acetals, carbonates or silyl ethers. To demonstrate the utility of the reported protocol, the resulting allyl carbamates were transformed into functionalized non-racemic allylamines through a sigmatropic rearrangement reaction in enantiospecific manner. This approach allowed for synthesis of enantiomeric allylamines by a simple control of the geometry of a double bond of allyl carbamates.

Advanced Synthesis & Catalysis 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

Thaharn, Watcharaporn published the artcileRadical Cyclization/ipso-1,4-Aryl Migration Cascade: Asymmetric Synthesis of 3,3-Difluoro-2-propanoylbicyclo[3.3.0]octanes, Synthetic Route of 69361-41-7, the publication is Angewandte Chemie, International Edition (2014), 53(8), 2212-2215, database is CAplus and MEDLINE.

A novel method for the asym. synthesis of 3,3-difluoro-2-propanoylbicyclo-[3.3.0]octanes involves an unprecedented intramol. radical cyclization/ipso-1,4-aryl migration cascade. The synthesis of the target compounds was achieved by a cyclization reaction of a cyclopentene-ketone derivative (I) to provide an alc. derivative (II) with was converted into an [(aryl)(methylene)pentalenyl](fluoro)propanone derivative (III).

Angewandte Chemie, International Edition 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 C4H6N2, Synthetic Route of 69361-41-7.

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

Mattarella, Martin published the artcileSym-(CH₂X)₅-corannulenes: molecular pentapods displaying functional group and bioconjugate appendages, HPLC of Formula: 69361-41-7, the publication is Organic & Biomolecular Chemistry (2012), 10(30), 5799-5802, database is CAplus and MEDLINE.

Pentapodal ω-functional derivatives of corannulene have been synthesized from sym-pentachlorocorannulene by iron-catalyzed aryl-alkyl cross coupling reactions. Click chem. gives access to pentapods with bioconjugate appendages.

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, HPLC of Formula: 69361-41-7.

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

Negishi, Eiichi published the artcileCyclization reactions of ω-tosyloxy-1-alkynyl- and ω-tosyloxy-1-alkenylborates and their ω-halo analogs, Name: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Heteroatom Chemistry (1992), 3(3), 293-302, database is CAplus.

The reaction of trialkylboranes with ω-tosyloxy-1-lithio-1-alkynes can induce transfer of an alkyl group from the boron atom to the alkynyl carbon atom with concomitant formation of four- through six-membered carbocycles via intramol. displacement of the ω-tosyloxy group. Thus, reacting LiCCCH₂CMe₂(CH₂)₃OSO₂C₆H₄Me-4 with tricyclopentylborane gave a mixture of (E)- and (Z)-cyclopentylmethylene-3,3-dimethylcyclohexane. The stereoselectivity of the reaction, however, is low (anti/syn≃1.6-1.7). The corresponding reaction of ω-halo- or ω-tosyloxy-1-alkenylborates also gives exocyclic alkenes via 1,2-migration-cyclization followed by dehydroboration. In the cases of cyclopropanation, cyclopropylcarbinyl-to-homopropargyl rearrangement rather than dehydroboration takes place. Diphenylzirconocene reacts similarly with 6-lithio-5-hexynyl tosylate to give phenylmethylenecyclopentane in 45% yield. On the other hand, attempts to induce a similar migration with Ph derivatives of Y, V, Cr, and Mn have led to < 5-10% yields of the same cyclization product.

Heteroatom 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

Tucker, Joseph W. published the artcileTin-free radical cyclization reactions initiated by visible light photoredox catalysis, HPLC of Formula: 69361-41-7, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(27), 4985-4987, database is CAplus and MEDLINE.

Herein, we report an advancement in the application of visible light photoredox catalysts in a classic free radical mediated reaction, cyclization onto unactivated π-systems. The reactive radical intermediate is generated by the single electron reduction of an activated C-Br bond by an electron-rich redox catalyst afforded by a visible light induced catalytic cycle.

Chemical Communications (Cambridge, United Kingdom) 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 C15H12O6, HPLC of Formula: 69361-41-7.

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

Tan, Ze published the artcileSelective Synthesis of Epolactaene Featuring Efficient Construction of Methyl (Z)-2-Iodo-2-butenoate and (2R,3S,4S)-2-Trimethylsilyl-2,3-epoxy-4-methyl-γ-butyrolactone, COA of Formula: C7H13BrSi, the publication is Organic Letters (2006), 8(13), 2783-2785, database is CAplus and MEDLINE.

(+)-Epolactaene (I) was synthesized in 14 steps in the longest linear sequence. The synthesis was highlighted by a highly efficient preparation of the lactone intermediate II, which only required three steps from the com. available (S)-3-butyn-2-ol. It also featured a fully stereocontrolled synthesis of the intermediate (2E,3E,5E,9E)-2-ethylidene-4,10-dimethyl-11-oxo-3,5,9-undecatrienoic acid Me ester, which was constructed through the use of Zr-catalyzed methylalumination of alkynes and a series of Pd-catalyzed organozinc cross-coupling reactions, such as homopropargylation, direct ethynylation, and alkenylation of (Z)-α-iodocrotonic acid Me ester.

Organic Letters 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 C5H5NO3S, COA of Formula: C7H13BrSi.

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

Miller, Joseph A. published the artcileControlled carbometalation. 17. Cyclic carboalumination of alkynylsilanes forming exocyclic alkenes, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Israel Journal of Chemistry (1984), 24(2), 76-81, database is CAplus.

The reaction of Me₃SiCC(CH₂)_nCH:CH₂ (I; n = 2, 3) with 1.1 equivalent and catalytic Cp₂ZrCl₂ (Cp = cyclopentadienyl) in ClCH₂CH₂Cl or CH₂Cl₂ at room temperature gave methylenecycloalkanes II (R = H, n = 2, 3) in 72-85% yield after hydrolysis, and iodinolysis gave 68% II (R = iodo, n = 2). However, I (n = 1, 4) did not cyclize under the same conditions. Whereas Al(CH₂CHMe₂)₃-Cp₂ZrCl₂ cyclization of Me₃SiCCCHR¹CH₂CH:CH₂ III; (R¹ = Me) gave 1:1 methylenecyclopentanes (Z)-IV and (E)-V, using Cp₂ZrI₂ rather than Cp₂ZrCl₂, or using Al(CH₂CHMe₂)₃-Al(CH₂CHMe₂)₂OMe-Cp₂ZrCl₂, gave 20:80 IV–V. The reaction of III (R¹ = OH) with Al(CH₂CHMe₂)₃-Cp₂ZrCl₂ under kinetic conditions gave 82% product containing 90% IV whereas under thermal equilibration 74% product containing 97% V was formed.

Israel Journal of 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, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Chatterjee, Sugata published the artcileMetal-promoted cyclization. VI. Palladium-catalyzed cyclization via intramolecular allylation of alkenylmetals, Recommanded Product: (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Organometallic Chemistry (1985), 285(1-3), C1-C4, database is CAplus.

R₃SiCCCH₂CH₂CH(OH)CH:CR¹R² (I; R = Me, R¹, R² = H, Me; R = Et, R¹ = R² = H) were treated sequentially with Me₃Al, (Me₂CHCH₂)AlH (II) ZnCl₂, and Pd(PPh₃)₄ to give the silyl(vinyl)cyclopentenes III in 52-55% (for R = Me) or 75% (R = Et) yield. Similar treatment of Me₃SiCC(CH₂)₂CH:CHCH₂OH also gave III (R = Me, R¹ = R² = H), in ∼40% yield. Interruption of the sequence after treatment with II, followed by quenching with iodine, gave Z and E-Me₃SiCI:CH(CH₂)₂CH(OH)CH:CH₂ as a 70-30 mixture, starting from I (R = Me, R¹ = R² = H). However, attempted cyclization of Me₃SiCC(CH₂)_nCH(OH)CH:CH₂ (n = 1,3), to give 4- or 6-membered monocyclic products, did not occur.

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, Recommanded Product: (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Inui, Masaharu published the artcileHighly Stereoselective Construction of Spiro[4.5]decanes by SmI₂-Promoted Ketyl Radical Mediated Tandem Cyclization, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Organic Letters (2007), 9(3), 469-472, database is CAplus and MEDLINE.

Ketyl radical mediated, samarium diiodide-promoted tandem cyclization of ω-alkynyl carbonyl compounds, e.g. (phosphonomethylene)decynal I, bearing activated alkenes gave spiro[4.5]decanes, e.g. II, stereoselectively. In the presence of HMPA, α,β-unsaturated esters and alkenyl phosphonates were converted to spiro[4.5]decanes and a monocyclic compound, resp. In the presence of Sm, bicyclic lactones were obtained from α,β-unsaturated esters, and a spiro[4.5]decane was obtained from an alkenyl phosphonate. The stereochem. changeover at initial cyclization was controlled by a variety of activators.

Organic Letters 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, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Nachtergaele, Sigrid published the artcileOxysterols are allosteric activators of the oncoprotein Smoothened, SDS of cas: 69361-41-7, the publication is Nature Chemical Biology (2012), 8(2), 211-220, database is CAplus and MEDLINE.

Oxysterols are a class of endogenous signaling mols. that can activate the Hedgehog pathway, which has critical roles in development, regeneration and cancer. However, it has been unclear how oxysterols influence Hedgehog signaling, including whether their effects are mediated through a protein target or indirectly through effects on membrane properties. To answer this question, we synthesized the enantiomer and an epimer of the most potent oxysterol, 20(S)-hydroxycholesterol. Using these mols., we show that the effects of oxysterols on Hedgehog signaling are exquisitely stereoselective, consistent with the hypothesis that they function through a specific protein target. We present several lines of evidence that this protein target is the seven-pass transmembrane protein Smoothened (Smo), a major drug target in oncol. Our work suggests that these enigmatic sterols, which have multiple effects on cell physiol., may act as ligands for signaling receptors and provides a generally applicable framework for probing sterol signaling mechanisms.

Nature Chemical Biology 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, SDS of cas: 69361-41-7.

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