221141-87-3Relevant articles and documents
NOVEL METHOD FOR PRODUCING OPTICALLY ACTIVE PYRROLIDINE COMPOUND
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Page/Page column 9, (2012/02/03)
[Object] A novel method for producing an optically active pyrrolidine compound, which is useful as a production intermediate of a pharmaceutical, and a production intermediate thereof, is provided. [Means for Solution] According to the production method o
A practical and efficient synthesis of (3R,4S)-1-benzyl-4- phenylpyrrolidine-3- carboxylic acid via an aziridinium ion intermediate
Ohigashi, Atsushi,Kikuchi, Takashi,Goto, Shunsuke
experimental part, p. 127 - 132 (2010/04/29)
A practical and efficient synthesis of (3R,4S)-1-benzyl4-phenylpyr- rolidine-3-carboxylic acid (1), a key chiral building block for synthesis of biologically active compounds was established by utilizing a stereospecific and regioselective chlorination of in situ generated aziridinium ion, followed by a nitrile anion cyclization. Starting from commercially available (R)-styrene oxide and 3-(benzylamino)propionitrile, the four-step synthesis features a through process without purification of intermediates until isolation of crystalline 1. The robust, chromatography-free and reproducible synthesis of 1 achieved an 84% overall yield from (R)-styrene oxide. This highly efficient process was successfully demonstrated at pilot scale with 17 kg output of 1.
NOVEL SPIROTROPANE COMPOUNDS AND METHODS FOR THE MODULATION OF CHEMOKINE RECEPTOR ACTIVITY
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Page/Page column 77-78, (2008/06/13)
Compounds according to formula (I): wherein the radical R2 represents a hydrogen atom or one of the following structures: R, and R7_9are as herein defined, and wherein ring A represents a 5 or 6 membered heteroring involvi
Spirohydantoin compounds and methods for the modulation of chemokine receptor activity
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Page/Page column 14, (2010/02/15)
Novel compounds represented by formula (I): wherein R1, R2, R3 and R4 are as defined herein, and pharmaceutically acceptable salts, hydrates and solvates thereof, are useful for the modulation of CCR5 chemokine
SPIRO COMPOUNDS AND METHODS FOR THE MODULATION OF CHEMOKINE RECEPTOR ACTIVITY
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Page/Page column 105-106, (2010/02/11)
Compounds of formula I insert formula I from claim 1 wherein X, Y, Z, W, R1 and R2 as defined herein, or pharmaceutically acceptable salts, hydrates or solvates thereof, are useful for the modulation of CCR5 chemokine receptor activity.
1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 1: Discovery of the pyrrolidine scaffold and determination of its stereochemical requirements
Hale, Jeffrey J.,Budhu, Richard J.,Mills, Sander G.,MacCoss, Malcolm,Malkowitz, Lorraine,Siciliano, Salvatore,Gould, Sandra L.,DeMartino, Julie A.,Springer, Martin S.
, p. 1437 - 1440 (2007/10/03)
A series of 1,3,4-trisubstituted pyrrolidines was discovered to have the ability to displace [125I]-MIP-1α from the CCR5 receptor expressed on Chinese hamster ovary (CHO) cell membranes. CCR5 activity was found to be dependent on the regiochemi