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- Chemical Name:CID 53628101
- CAS No.:594-19-4
- Molecular Formula:C4H9Li
- Molecular Weight:64.0565
- Hs Code.:29319090
- Nikkaji Number:J188.473E
- Mol file:594-19-4.mol
Synonyms:
Synonyms:
99% *data from raw suppliers
t-Butyllithium 16% in pentane (1-2M) *data from reagent suppliers
F,
C,
N
There total 5 articles about CID 53628101 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 90.9%
Reference yield: 35.0%
Reference yield:
The study focuses on the synthesis and characterization of pentacoordinate silicon fluorides featuring amidinate, guanidinate, and triazapentadienate ligands. These compounds were prepared through the fluorination of corresponding chlorosilanes with Me3SnF at ambient temperature. The resulting compounds were characterized using NMR spectroscopy and single-crystal X-ray structural analysis, revealing their molecular structures and confirming the pentacoordinate geometry of the silicon atoms. The study also discusses a one-pot method for preparing base-stabilized silylenes from Si2Cl6, which involves the disproportionation of Si2Cl6 induced by a base, leading to the formation of stable silylenes. This method could be significant for generating and trapping silylene intermediates with various bases, potentially expanding the synthesis of novel silicon compounds. Additionally, the research employed Invariom refinement for a more accurate structural model of one of the compounds, showcasing the application of advanced techniques in structural chemistry.
The research presents a comprehensive study on the synthesis and reactivity of exocyclic unsaturated heterodiborolanes and their diborylhexadiene precursors, leading to the formation of 2-aza-4,5-dicarba-nidohexaboranes(6). The experiments involved the generation of aryl-substituted 3,4-diboryl-2,4-hexadienes through reactions with xylyllithium or duryllithium. Key reactants included 3,4-bis(dimethoxyboryl)-2,5-dimethyl-2,4-hexadiene and 3,4-bis(dichloroboryl)-2,5-dimethyl-2,4-hexadiene. Cyclization reactions with heptamethyldisilazane and MeN(SiMe3)2 produced 2,5-diaryl-3,4-diisopropylidene-1-hetero-2,5-diborolanes in high yields. The study also detailed the synthesis of 1-aza-2,5-di-tert-butyl-3,4-diisopropylidene-1-methyl-2,5-diborolane from the reaction of 5a with tert-butyllithium. The products were characterized using mass spectrometry (MS), proton (1H), boron-11 (11B), and carbon-13 (13C) nuclear magnetic resonance (NMR) spectroscopy, and X-ray structure analyses, which revealed the molecular structures and confirmed the successful formation of the target compounds.
The research focuses on the regioselective synthesis of 2,3-disubstituted and 2,3,5-trisubstituted benzofurans, which are structural motifs found in many biologically active compounds, through Pd-catalyzed cross-coupling reactions. The purpose of the study was to develop a method for the selective functionalization of benzofuran derivatives, particularly at the 2-position, and to apply this methodology to a short synthesis of eupomatenoid-15, a naturally occurring benzofuran. The researchers found that initial Pd-catalyzed cross-couplings preferentially occurred at the 2-position, and subsequent Pd- or Ni-catalyzed reactions at less reactive positions were possible. They also discovered that a halogen-metal exchange at low temperature was more selective than a Pd- or Ni-catalyzed process for differentiating between the 3- and 5-positions. Key chemicals used in the process included 2,3-dibromobenzofuran (1), 2,3,5-tribromobenzofuran (2), various alkynes, palladium and nickel catalysts, copper iodide, triethylamine, and tert-butyl lithium, among others. The study concluded with the successful synthesis of eupomatenoid-15, demonstrating the applicability of the developed methodology for the synthesis of 2,3,5-trisubstituted benzofurans.
The study presents an efficient methodology for the synthesis of indole derivatives in a single operation using organodilithium reagents and vicinal dication equivalents. Key chemicals involved include 2-bromoaniline derivatives, which are used to prepare organodimetallic reagents through bromine-lithium exchange, a process that facilitates efficient, site-specific lithiation. For instance, 2'-bromo-2,2-dimethylpropionanilide reacts with methyllithium and t-butyllithium to form the organodilithium derivative. This derivative is then reacted with biselectrophiles such as 2-chlorocyclohexanone to produce indole precursors. The study also explores the effects of variations in nitrogen protecting groups and reaction temperatures. The methodology allows for the formation of either N-protected or unprotected indoles, with dehydration induced by trifluoroacetic acid yielding N-protected products like 3,4-tetrahydrocarbazole. The study further demonstrates the versatility of the method by using different biselectrophiles, such as the enolate of cyclohexenone epoxide and enediones, to produce various indole derivatives. The results highlight the regiocontrol and synthetic efficiency of this approach, with high yields and the ability to directly convert commercially available 2-bromoaniline to tetrahydrocarbazole in one operation.
The study focuses on the 1,2-Wittig rearrangement of chiral β-alkoxycarboxamides to synthesize optically active aldol derivatives. The research explores how treating chiral β-benzyloxy- or β-propargyloxycarboxamides with tert-butyllithium leads to the formation of β-hydroxycarboxamides through the 1,2-Wittig rearrangement, while maintaining high optical purity and chirality transfer. The study highlights the significance of this reaction for the synthesis of optically active compounds, which are valuable intermediates in organic synthesis, particularly for creating complex natural products.
The study presents a divergent synthesis method for three sulfate derivatives of lamellarin, which are lamellarin 13-sulfate, 20-sulfate, and 13,20-disulfate. These compounds were synthesized using a common intermediate, where the 13-OH and 20-OH of the lamellarin core were differentially protected by MOM and benzyl groups. The synthesis involved a series of chemical reactions, including Suzuki-Miyaura coupling, selective debenzylation, trichloroethylsulfonation, reductive cleavage of the trichloroethyl ester, and others. Key chemicals used in the study include 3,4-dihydroxypyrrole bistriflate, arylboronic acids, MOM-Cl, NBS, tert-BuLi, trimethyl borate, Pd(PPh3)4, Cu2O, quinoline, phenyliodine bis(trifluoroacetate) (PIFA), BF3·OEt2, DDQ, and various solvents and reagents for protection and deprotection steps. These chemicals served to construct the lamellarin core, introduce the sulfate groups selectively, and carry out the necessary transformations to obtain the desired sulfate derivatives. The purpose of these chemicals was to facilitate the synthesis of the lamellarin derivatives, which are of interest due to their unique structures and potential biological activities, particularly as anti-HIV agents.
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