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Synthon information


In retrosynthetic analysis, a synthon is a hypothetical unit within a target molecule that represents a potential starting reagent in the retroactive synthesis of that target molecule. The term was coined in 1967 by E. J. Corey.[1] He noted in 1988 that the "word synthon has now come to be used to mean synthetic building block rather than retrosynthetic fragmentation structures".[2] It was noted in 1998[3] that the phrase did not feature very prominently in Corey's 1981 book The Logic of Chemical Synthesis,[4] as it was not included in the index. Because synthons are charged, when placed into a synthesis an uncharged form is found commercially instead of forming and using the potentially very unstable charged synthons.

  1. ^ E. J. Corey (1967). "General methods for the construction of complex molecules" (PDF). Pure and Applied Chemistry. 14: 30–37. doi:10.1351/pac196714010019. S2CID 73595158.
  2. ^ E. J. Corey (1988). "Robert Robinson Lecture. Retrosynthetic thinking—essentials and examples". Chem. Soc. Rev. 17: 111–133. doi:10.1039/CS9881700111.
  3. ^ W. A. Smit, A. F. Buchkov, R. Cople (1998). Organic Synthesis, the science behind the art. Royal Society of Chemistry. ISBN 0-85404-544-9.{{cite book}}: CS1 maint: multiple names: authors list (link)
  4. ^ Elias James Corey; Xue-Min Cheng (1995). The logic of chemical synthesis. Wiley-Interscience. ISBN 0-471-11594-0.

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Synthon

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In retrosynthetic analysis, a synthon is a hypothetical unit within a target molecule that represents a potential starting reagent in the retroactive...

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Retrosynthetic analysis

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single target. Synthon A fragment of a compound that assists in the formation of a synthesis, derived from that target molecule. A synthon and the corresponding...

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Decarboxylation

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distillation. Overall, decarboxylation depends upon stability of the carbanion synthon R− , although the anion may not be a true chemical intermediate. Alkanoic...

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C1 chemistry

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C1 chemistry is the chemistry of one-carbon molecules. Although many compounds and ions contain only one carbon, stable and abundant C-1 feedstocks are...

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Biolex

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by Biolex. In May 2012 Biolex announced that it sold the LEX System to Synthon, a Netherlands-based specialty pharmaceutical company. The sale included...

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Phenylmagnesium bromide

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reagent. It is often used as a synthetic equivalent for the phenyl "Ph−" synthon. Phenylmagnesium bromide is commercially available as solutions of diethyl...

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Haloalkane

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hydrocarbons, as well as the halogenated product. Haloalkanes behave as the R+ synthon, and readily react with nucleophiles. Hydrolysis, a reaction in which water...

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Olanzapine

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Health, Olanzapine Sanovel, Olanzapine Stada, Olanzapine Sun, Olanzapine Synthon, Olanzapine Teva, Olanzapine Torrent, Olanzapine Zentiva, Olanzapine Zentiva...

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Benzoyl chloride

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derivatives. With carbanions, it serves again as a source of the benzoyl cation synthon, C6H5CO+. Benzoyl peroxide, a common reagent in polymer chemistry, is produced...

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Cyanide

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organic cyanides are called nitriles. In organic synthesis, cyanide is a C-1 synthon; i.e., it can be used to lengthen a carbon chain by one, while retaining...

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Malonic ester synthesis

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the malonic ester can be thought of being equivalent to the −CH2COOH synthon. The esters chosen are usually the same as the base used, i.e. ethyl esters...

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ChemSpider

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SGCOxCompounds, SGCStoCompounds SMID Specs Structural Genomics Consortium SureChem Synthon-Lab Thomson Pharma Total TOSLab Building-Blocks UM-BBD UPCMLD UsefulChem...

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Weinreb ketone synthesis

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functional groups have been synthesized, serving as CO2 and α-diketone synthons. Finally, Stephen G. Davies of Oxford has designed a chiral auxiliary that...

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Tamsulosin

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Omnic by Astellas Pharma Europe. The largest manufacturer of tamsulosin is Synthon BV (the Netherlands).[citation needed] Tamsulosin hydrochloride is marketed...

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Malonic acid

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transformations. The esters of malonic acid are also used as a −CH2COOH synthon in the malonic ester synthesis. Malonic acid is the starting substrate...

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Crystal engineering

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These may be understood with key concepts such as the supramolecular synthon and the secondary building unit. The term 'crystal engineering' was first...

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Bromoethane

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synthesis, EtBr is the synthetic equivalent of the ethyl carbocation (Et+) synthon. In reality, such a cation is not actually formed. For example, carboxylates...

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Hydroxide

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Slawin, Alexandra M. Z.; Nolan, Steven P. (2010). "A Versatile Cuprous Synthon: [Cu(IPr)(OH)] (IPr = 1,3 bis(diisopropylphenyl)imidazol-2-ylidene)". Organometallics...

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Amino acid

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(September 2001). "The Use of Carbon Monoxide and Imines as Peptide Derivative Synthons: A Facile Palladium-Catalyzed Synthesis of α-Amino Acid Derived Imidazolines"...

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Phosgene

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electrophilic character of this reagent and its use in introducing the equivalent synthon "CO2+": R−NH2 + COCl2 → R−N=C=O + 2 HCl, where R = alkyl, aryl Such reactions...

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Iodobenzene

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like the bromide analog, is a synthetic equivalent for the phenyl anion synthon. Iodobenzene reacts with chlorine to give the complex, iodobenzene dichloride...

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Elias James Corey

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Massachusetts Institute of Technology Known for Retrosynthetic analysis Synthon Corey–Bakshi–Shibata catalyst Corey–Chaykovsky reaction Corey–Fuchs reaction...

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Dimethyl sulfide

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Dictyopterene A: Optically Active Tributylstannylcyclopropane as a Chiral Synthon". Bulletin of the Chemical Society of Japan. 73 (2): 409–416. doi:10.1246/bcsj...

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Nijmegen

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in Nijmegen. Other notable companies headquartered in Nijmegen include Synthon, a Dutch multinational pharmaceutical company and Vaxxinova, an EW group...

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Ethylmagnesium bromide

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compounds. Apart from acting as the synthetic equivalent of an ethyl anion synthon for nucleophilic addition, ethylmagnesium bromide may be used as a strong...

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