72143-24-9Relevant academic research and scientific papers
METHOD FOR PREPARING APRONAL AND INTERMEDIATE THEREOF
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, (2020/05/13)
PROBLEM TO BE SOLVED: To provide a simple, cost-effective and improved method for synthesizing apronal and an intermediate alkyl 2-isopropyl-4-pentenoate used in the synthesis of allylisopropylacetylurea of apronal. SOLUTION: There is provided a method including a step of reacting an alkyl 2-isopropyl-4-pentenoate with an alkali metal salt such as sodium urea in the presence of an aprotic polar solvent or a mixture of solvents to obtain apronal of the following formula (1). In addition, the present invention also includes a method for preparing the intermediate alkyl 2-isopropyl-4-pentenoate by dealkoxycarbonylation of dialkylallyl isopropyl malonate. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
BENZYLPYRROLIDINONE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
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Page/Page column 39-40, (2011/09/15)
The present application describes modulators of MCP-1 or CCR-2 of formula (I) or stereoisomers or prodrugs or pharmaceutically acceptable salts thereof, wherein m, n, W, X, R1 and R6, are defined herein. In addition, methods of treat
Diastereoselective access to trans -2-substituted cyclopentylamines
Joosten, Antoine,Lambert, Emilie,Vasse, Jean-Luc,Szymoniak, Jan
supporting information; experimental part, p. 5128 - 5131 (2011/01/05)
A highly diastereoselective synthesis of trans-2-substituted cyclopentylamines via a tandem hydrozirconation/Lewis acid-mediated cyclization sequence applied to butenyl oxazolidines is described. The method allows an easy preparation of diversely substituted cyclopentylamines which appear to be useful synthetic intermediates. This was further illustrated by the syntheses of (±)-Rodocaine, (±)-trans-pentacin, and enantiomerically enriched trans-cyclopentane-1,2-diamine.
Highly Selective Trapping of Unsymmetrical Pentadienyl Anions by Silicon and Tin Electrophiles. Marked Contrast between Kinetic and Thermodynamic Control of Product Composition
Naruta, Yoshinori,Nishigaichi, Yutaka,Maruyama, Kazuhiro
, p. 2011 - 2017 (2007/10/02)
The nucleophilic reaction of lithium and potassium salts of five pentadienyl anions bearing sterically and/or coordinatively different groups at their unsymmetrical 2-position toward Me3SiCl and Me3SnBr is described.When the anion of the potassium salt was trapped by Me3SiCl, (Z)-4-substituted-pentadienylsilanes were obtained with high selectivity (87-100percent).The lithium salt, however, gave a mixture of (E)- and (Z)-4-substituted-pentadienylsilanes.The coupling reaction proceeds under kinetic control, because the product composition from Si trapping reflected the structure of the parent dienyl anion and the steric interaction between the incoming Me3Si group and the substituent on the anion.In contrast, when the anion was trapped by Me3SnBr under the identical conditions, (Z)-2-substituted-pentadienyltins were formed with 60-96percent selectivity.Only relatively small changes in product composition, as a function of the cation or the substituent on the anion, were observed.These results could be explained by thermodynamic controlling factors, including a 1,5-Me3Sn shift, and a redistribution of pentadienyl groups under basic conditions.
