Base Information
- Chemical Name:CID 53627823
- CAS No.:109-72-8
- Molecular Formula:C4H9Li
- Molecular Weight:64.0565
- Hs Code.:29319090
- Nikkaji Number:J370K
- Mol file:109-72-8.mol
Synonyms:
Synonyms:
98.00% *data from raw suppliers
n-Butyllithium, 15% in hexanes (1.6M) *data from reagent suppliers
F,
C
There total 26 articles about CID 53627823 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: 85.0%
Reference yield: 66.0%
Reference yield: 61.0%
The study focuses on the synthesis and properties of 1,3-bicyclo[1.1.1]pentanediyl, a rigid linear connector, and its application in linking phenylated photochromic units with a 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene fluorophore. The research explores the potential of using this connector in constructing molecular switches for optical data storage and high-resolution imaging. The study details the synthesis process, including the preparation of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane and its subsequent coupling with various photochromic units and a fluorescent component. The resulting compounds were characterized and tested for their photochromic properties, such as absorption spectra, fluorescence modulation, and fatigue resistance. The study demonstrates the successful creation of molecular switches that exhibit efficient resonance energy transfer (RET) between the excited state of the fluorophore and the closed form of the photochromic units, with potential applications in rewritable data storage media and super-resolution optical microscopy.
The research focuses on the one-pot synthesis of 2-aminoquinoline-based alkaloids, which are significant in pharmaceuticals due to their anthelmintic, antiprotozoal, antidepressant, and antihypertensive properties, as well as their potential role in Alzheimer's disease therapeutics. The study utilizes α-diaminoboryl carbanions, derived from acetonitrile, to stereoselectively convert 2-nitrobenzaldehydes into nitrophenyl (Z)-acrylonitriles, which then undergo reductive cyclization to form a series of 2-aminoquinoline derivatives. The experiments involve the use of various reagents, including nBuLi, (i-Pr2N)2BCl, and zinc powder, and are conducted under controlled conditions with specific attention to temperature and reaction times. The success of the synthesis is determined through techniques like column chromatography and spectroscopic analyses, including 1H and 13C NMR, as well as HRMS, to confirm the structure and purity of the synthesized compounds.
The research focuses on the stereospecific desulfinylation of α,β-epoxy sulfoxides using butyllithium, offering a novel synthesis route for epoxides and allylic alcohols from carbonyl compounds. The study investigates the reactions of α,β-epoxy sulfoxides, which are easily prepared from carbonyl compounds and 1-chloroalkyl phenyl sulfoxide, with butyllithium at low temperatures. The researchers found that using one equivalent of butyllithium yielded epoxides in good yields, while similar α,β-epoxy sulfoxides with an arylmethyl group at the α-position produced 3-aryl-allylic alcohols upon treatment with excess butyllithium at -70°C. Key chemicals used in the process include 1-chloroalkyl phenyl sulfoxide, butyllithium, and various carbonyl compounds. The conclusions highlight the simplicity and utility of these reactions in synthesizing epoxides and 3-aryl-allylic alcohols, emphasizing the mild conditions, high yields, and the formation of carbon-carbon bonds.
The study explores a nitrogen to carbon transannular rearrangement following a carbenoid insertion reaction. The researchers prepared 6-exo-chloro-3-phenethyl-3-azabicyclo[3.1.0]hexane (6) and reacted it with butyllithium, expecting to yield 3-benzyl-4-azatricyclo[2.2.1.02,6]heptane (7) or 3-phenyl-5-azatricyclo[3.2.1.02,7]octane (8) through intramolecular carbenoid insertions into different C-H bonds. However, the reaction resulted in the formation of 6-trans-styryl-3-azabicyclo[3.1.0]hexane (9), identified by its spectral characteristics. The study also involved the preparation of 6,6-dichloro-3-phenethyl-3-azabicyclo[3.1.0]hexane (4) and its reduction to yield the epimeric endo- and exo-monochloro isomers 5 and 6. The exo isomer 6 was the major product. The researchers are currently investigating the mechanism of this rearrangement and the factors influencing the carbenoid insertion reactions.
The study focuses on the synthesis, stereochemical analysis, and functional transformations of 2-phenylselanyl-1,3-dienes. The researchers prepared these dienes using Wittig or Wittig-Horner-Emmons reactions, starting from α-phenylselanyl α,β-unsaturated aldehydes. They determined the ratio and configuration of the diene isomers using 77Se and 1H NMR spectroscopy. The dienes were then oxidized to selenoxides, which underwent [2,3]-sigmatropic rearrangements in THF, leading to the formation of allenyl alcohols, allenyl carbamates, and 1-haloalkyl allenes. This work explores the potential of selenoxides, selenimides, and dihalo-selenuranes in organic synthesis, providing a mild and selective method for preparing various functionalized allenes. The study also discusses the implications of these findings in the context of organic synthesis, including the potential use of these compounds in Diels-Alder cycloaddition reactions and as precursors for other synthetic transformations.
The study outlines an efficient and practical synthesis process for ramelteon, a sedative-hypnotic drug used for treating insomnia. The novel synthesis involves the use of acetonitrile as a nucleophilic reagent to add to 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4b]furan-8-one, followed by a catalytic hydrogenation step that合并了debromination, dehydration, olefin reduction, and cyano reduction into one operation, resulting in the ethylamine compound. The process utilizes dibenzoyl-L-tartaric acid for salt formation and as a resolution agent, leading to the target compound ramelteon with an overall yield nearly double that of existing methods. The study emphasizes the avoidance of the traditional Wittig-Horner reaction, simplifying the synthesis with cost-effective reagents and reduced reaction steps.
The research focuses on the development of a flexible and highly regio- and diastereoselective approach to synthesize methyl 5-alkyltetramate derivatives, which are key frameworks in numerous bioactive natural products. The method involves regioselective Grignard reagent additions to 3-methoxymaleimides, followed by diastereoselective reductive dehydroxylation of the resulting N,O-acetals. The experiments utilized various Grignard reagents, such as methyl magnesium iodide and n-butyllithium, and reagents like boron trifluoride etherate and triethylsilane for the reductive dehydroxylation step. The study also explored the use of (S)-phenylglycinol as a chiral auxiliary in the synthesis. The analyses included monitoring the reactions, determining the yields and diastereoselectivities of the products, and characterizing the structures of the synthesized compounds using techniques like X-ray diffraction analysis for compound 29h. The research resulted in the synthesis of various methyl (5S)-5-alkyltetramate derivatives that are otherwise inaccessible by conventional methods based on α-amino acids.
The research focuses on the total synthesis of piperidine alkaloids, specifically (+)-241D, isosolenopsin, and isosolenopsin A, which are derived from D-alanine. The study employs a gold-catalyzed cyclization as the key step to access the chiral pyridinone intermediates, which are crucial for the synthesis of these alkaloids. The synthesis involves multiple steps, including the preparation of chiral synthons, gold-catalyzed intramolecular cyclization, and stereoselective reductions. The experiments utilized various reactants such as N-Boc-D-alanine, undecyne, BuLi, PPh3AuCl, and AgSbF6, among others, and employed techniques like Arndt–Eistert homologation and catalytic hydrogenation. The synthesized compounds were analyzed using spectroscopic methods (1H and 13C NMR, IR, and HRMS) and optical rotation measurements to confirm their structures and enantiomeric purity.
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