144-49-0Relevant articles and documents
Organocatalytic Enantioselective Synthesis of α-Fluoro-β-amino Acid Derivatives
Straub, Matthew R.,Birman, Vladimir B.
, p. 7550 - 7553 (2018)
Asymmetric cyclocondensation of N-sulfonylimines with fluoroacetic acid promoted by isothiourea catalyst HBTM-2 generates 3-fluoro-β-lactams with high enantio- and diastereoselectivity. These reactive compounds are opened with alcohols or amines to produce the corresponding α-fluoro-β-amino acid derivatives in moderate yields.
Surface Chemistry of Perfluoroether: A Study of the Reaction Mechanism of (C2F5)2O with an Al2O3 Surface by FTIR Spectroscopy
Lyth, E.,Ng, L. M.
, p. 17615 - 17623 (1995)
The decomposition of perfluorodiethyl ether on alumina has been studied at 300 and 500 K by transmission infrared spectroscopy using excess ether under high-pressure conditions.It was found in this study that the reaction products include trifluoro-, difluoro-, and monofluoroacetate, fluoroformate, alkyl acetate, and alkyl formate.The initial formation of trifluoroacetate probably results from a nucleophilic attack at the α-carbon of the ether by a surface oxygen anion.Subsequently, fluorine atoms, abstracted by coordinately unsaturated (cus) aluminum atoms, are replaced by hydrogen atoms donated by isolated surface hydroxyls.There is also evidence that fluoroalkene and fluoroalkyne resulted from the decomposition of initial surface adsorbates.
Compound for inhibiting three-mutant epidermal growth factor receptor tyrosine kinase and application thereof
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Paragraph 0039; 0073; 0074; 0105-0107, (2021/09/15)
The invention discloses a compound for inhibiting three-mutant epidermal growth factor receptor tyrosine kinase, and is characterized in that the structural formula is as follows. Among them: Substituent R1 . One of: Substituent R2 . One of: The substituent X is H or Cl. Substituent R3 To H. One of the following.
Hapten design and monoclonal antibody to fluoroacetamide, a small and highly toxic chemical
Yang, Ling,Zhang, Xiya,Shen, Dongshuai,Yu, Xuezhi,Li, Yuan,Wen, Kai,Shen, Jianzhong,Wang, Zhanhui
, p. 1 - 12 (2020/07/08)
Fluoroacetamide (FAM) is a small (77 Da) and highly toxic chemical, formerly used as a rodenticide and potentially as a poison by terrorists. Poisoning with FAM has occurred in humans, but few reliably rapid detection methods and antidotes have been reported. Therefore, producing a specific antibody to FAM is not only critical for the development of a fast diagnostic but also a potential treatment. However, achieving this goal is a great challenge, mainly due to the very low molecular weight of FAM. Here, we design two groups of FAM haptens for the first time, maximally exposing the fluorine or amino groups, with the aid of linear aliphatic or phenyl-contained spacer arms. Interestingly, whereas the hapten with fluorine at the far end of the hapten did not induce an antibody response to FAM, the hapten with an amino group at the far end and phenyl-contained spacer arm triggered a significantly specific antibody response. Finally, a monoclonal antibody (mAb) named 5D11 was successfully obtained with an IC50 value of 97 μg mL?1 and negligible cross-reactivities to the other nine functional and structural analogs.
Method for preparing a fluorinated organic compound
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Paragraph 0293-0294, (2014/06/11)
A method for preparing a fluorinated organic compound (II) from an organic compound (I) comprising at least one nucleofugal group Nu, and also a preparation of different specific organic compounds, in particular a fluoro-methylpyrazole compound. The method comprises: a reaction, in the presence of water, of the organic compound (I) and at least one salt providing at least one fluoride anion; and a replacement of at least one nucleofugal group Nu of the compound (I) with a fluorine atom, in order to obtain the fluorinated organic compound (II).
Nucleofugality of aliphatic carboxylates in mixtures of aprotic solvents and water
Mati, Mirela,Denegri, Bernard,Kronja, Olga
, p. 375 - 384 (2015/10/12)
The leaving group ability (nucleofugality) of fluoroacetate, chloroacetate, bromoacetate, dichloroacetate, trifluoroacetate, trichloroacetate, heptafluorobutyrate, formate, isobutyrate, and pivalate have been derived from the solvolysis rate constants of the corresponding X,Y-substituted benzhydryl carboxylates in 60 % and 80 % aqueous acetonitrile and 60 % aqueous acetone, applying the LFER equation: log k = sf(Ef + Nf). The experimental barriers (ΔG?,exp) for solvolyses of 11 reference dianisylmethyl carboxylates in these solvents correlate very well (r = 0.994 in all solvents) with ΔG?,model of the model σ-assisted heterolytic displacement reaction of cis-2,3-dihydroxycyclopropyl trans-carboxylates calculated earlier. Linear correlation observed between the log k for the reference dianisylmethyl carboxylates and the sf values enables estimation of the reaction constant (sfestim). Using the ΔG?,exp vs. ΔG?,model correlation, and taking the estimated sfestim, the nucleofugality parameters for other 34 aliphatic carboxylates have been determined in 60 % and 80 % aqueous acetonitrile and 60 % aqueous acetone. The most important variable that determines the reactivity of aliphatic carboxylates in aprotic solvent/water mixtures is the inductive effect of the group(s) attached onto the carboxylate moiety.
Synthetic routes towards fluorine-containing amino sugars: Synthesis of fluorinated analogues of tomosamine and 4-amino-4-deoxyarabinose
Albler, Christopher,Schmid, Walther
, p. 2451 - 2459 (2014/05/06)
Fluorinated analogues of bioactive amino sugars are of high interest in medicinal chemistry. We developed a straightforward synthetic route towards this class of carbohydrates by applying a titanium-mediated aldol addition. Thus, two-carbon chain elongations of serine- and threonine-derived aldehydes with a chiral fluoroacetyl-oxazolidinone could be achieved in good yields and excellent diastereoselectivities to generate a fluorohydrin-containing carbon skeleton. A short deprotection sequence subsequently furnished the pyranoid forms of various 4-amino-2-fluoropentoses and -hexoses, respectively. The versatility of this strategy was demonstrated by the stereoselective synthesis of naturally abundant 4-amino-4-deoxyarabinose and 4-amino-4,6-dideoxygalactose (tomosamine). 4-Amino-2-fluoropentoses and -hexoses were prepared through two-carbon chain elongations by Ti-mediated aldol additions of serine- and threonine-derived amino aldehydes to fluoroacetyl-ephedrine-oxazolidinone. Excellent stereoselectivities were attained for matched-case fluorohydrins, which were deprotected in a short sequence. Copyright
Rotanone Analogs: Method of Preparation and Use
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, (2009/06/27)
The present invention provides rotenone analogs and methods of making and using them. Labeled with single photon and positron emitting isotopes, the rotenone analogs of the present invention are useful in, for example, clinical imaging applications as tracers to measure cardiac blood flow and detect regions of ischemia.
METHODS OF TREATMENT OF AMYLOIDOSIS USING ASPARTYL-PROTEASE INHIBITORS
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Page/Page column 148; 172, (2010/02/13)
The invention relates to acetyl 2-hydroxy-1,3-diaminospirocyclohexanes and derivatives thereof that are useful in treating diseases, disorders, and conditions associated with amyloidosis. Amyloidosis refers to a collection of diseases, disorders, and conditions associated with abnormal deposition of A-beta protein.
SUBSTITUTED UREA AND CARBAMATE, PHENACYL-2-HYDROXY-3-DIAMINOALKANE, AND BENZAMIDE-2-HYDROXY-3-DIAMINOALKANE ASPARTYL-PROTEASE INHIBITORS
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Page/Page column 142-143, (2010/02/14)
The invention relates to acetyl 2-hydroxy-1,3-diaminospirocyclohexanes and derivatives thereof that are useful in treating at least one disease, disorder, and condition associated with amyloidosis. Amyloidosis refers to a collection of diseases, disorders, and condition associated with abnormal deposition of A-beta protein.