2287-57-2Relevant academic research and scientific papers
Protected amino hydroxy adamantane carboxylic acid and process for its preparation
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Paragraph 0322, (2015/11/24)
Dipeptidyl peptidase IV (DP 4) inhibiting compounds are provided. The provided compounds can be used for treating diabetes and related diseases, especially Type II diabetes, and other diseases as set out herein, employing such DP 4 inhibitor or a combination of such DP 4 inhibitor and one or more of another antidiabetic agent such as metformin, glyburide, troglitazone, pioglitazone, rosiglitazone and/or insulin and/or one or more of a hypolipidemic agent and/or anti-obesity agent and/or other therapeutic agent.
Bicyclonon-1-ene: Matrix Isolation and Spectroscopic Characterization of a Moderately Strained Bridgehead Olefin
Gudipati, Murthy S.,Radziszewski, Juliusz G.,Kaszynski, Piotr,Michl, Josef
, p. 3668 - 3674 (2007/10/02)
Bicyclonon-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclooct-1-yldiazomethane and its photorearrangement product, 3-(bicyclooct-1-yl)diazirine.It was characterized by IR and UV absorption and by 1H and 13C NMR spectroscopy.Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon.Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.
Synthesis of Bridgehead Fluorides by Fluorodeiodination
Della, Ernest W.,Head, Nicholas J.
, p. 2850 - 2855 (2007/10/02)
Fluorodeiodination is found to be an attractive procedure for the synthesis of bridgehead fluorides.Thus, treatment of the corresponding iodide with xenon difluoride in dichloromethane at ambient temperature generally leads to high yields of the fluoride.Evidence suggests the intermediacy of the bridgehead cation in this reaction, and accordingly the substrates which are unfavorable disposed to fluorodeiodination are the bicycloalkyl iodides.In this context the isolation of a small quantity of methyl 4-fluorobicyclohexane-1-carboxylate (46, R= COOMe) is significant because it represents the first occasion on which the elusive 1-bicyclohexyl cation has been trapped.We have also demonstrated that synthesis of the iodides themselves can be accomplished efficiently both by Barton halodecarboxylation and by treatment of the carboxylic acid with lead tetraacetate and iodine.
ETUDE DU CARACTERE NUCLEOPHILE DES RADICAUX LORS DE LA REACTION DE TRANSFERT SUR LA LIAISON O-O DES PERACIDES
Fossey, Jacques,Lefort, Daniel
, p. 1023 - 1036 (2007/10/02)
Peracids RCO3H yield free radicals R. which react either with the peracid or with solvent giving the alcohol ROH and the hydrocarbon RH.The nucleophilic character of the free radicals was modified either by substitution of the carbon bearing the odd electron by inductive groups or by changing the free radical hybridation by the means of blocked structures such as cyclic or bicyclic free radicals.For each R., the measurement of the ratio ROH/RH establishes a reactivity scale for R. with the peracid O-O bond.This reactivity does not depend on free radical stability but depends strongly on nucleophilic character.A primary free radical is less reactive than a secondary one, and is much less reactive than a tertiary one.A bridgehead free radical as the bicycloheptyle-1 does not react with the peracid.These results are interpreted to indicate a transition state with charge transfer (polar effect), the peracid being electrophilic and the free radical nucleophilic; PMO theory is discussed.
