25137-01-3Relevant articles and documents
Ring-chain tautomerism in 2,2-bis(2-thienyl)-tetrahydrofurans: Preparation of [butene-2H5]-tiagabine
Herberta, John M.,Mathersa, Trevor W.
, p. 598 - 600 (2010)
A concise preparation of [butene-2H5]-tiagabine hydrochloride starting from [2H6]-γ-butyrolactone is described. It was necessary to ring-open the labeled γ-butyrolactone precursor before the addition of 2-thienyllithium to avoid cyclisation of the intermediate to a 2,2-bis(2-thienyl)tetrahydrofuran. Copyright
Synthetic method for (R)-N-tert-butoxycarbonyl-3-hydroxymethylpiperidine
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Paragraph 0022-0024; 0029-0031; 0036-0038; 0043; 0044, (2019/08/12)
The invention discloses a synthetic method for (R)-N-tert-butoxycarbonyl-3-hydroxymethylpiperidine. The method comprises the following four steps: synthesizing ethyl 3-piperidinecarboxylate (compoundII), synthesizing ethyl (R)-nipecotate-L-tartarate (compound III), synthesizing ethyl (R)-N-Boc-3-piperidinecarboxylate (compound IV) and synthesizing the (R)-N-tert-butoxycarbonyl-3-hydroxymethylpiperidine (compound V); and the method comprises the following special steps: synthesizing the compound II by using 3-piperidinecarboxylic acid (compound I) as a raw material through chloroacylation andethanol esterification; performing a salt formation reaction to form the compound III; adding a Boc anhydride and performing a reaction to obtain the compound IV; and finally performing sodium borohydride reduction to obtain the compound V. The method provided by the invention has the advantages of mild reaction conditions, environmental friendliness, simple operation steps, better reproducibilityand high practicability, and is suitable for industrial mass production of the (R)-N-tert-butoxycarbonyl-3-hydroxymethylpiperidine.
4-Piperidines and 3-pyrrolidines as dual serotonin and noradrenaline reuptake inhibitors: Design, synthesis and structure-activity relationships
Fish, Paul V.,Andrews, Mark D.,Jonathan Fray,Stobie, Alan,Wakenhut, Florian,Whitlock, Gavin A.
scheme or table, p. 2829 - 2834 (2010/03/03)
Single enantiomer [(aryloxy)(pyridinyl)methyl]piperidine and pyrrolidine derivatives 5-9 are inhibitors of monoamine reuptake. Structure-activity relationships established that monoamine reuptake inhibition are functions of amine, pyridine isomer, aryloxy ring substitution and stereochemistry. Consequently, selective NRIs, selective SRIs, dual SNRIs and triple SNDRIs were all identified. Dual SNRIs 5l-a and 9c were evaluated in additional pharmacology and pharmacokinetic studies as representative examples from this series.
An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764
Yamanaka, Toshio,Ohkubo, Mitsuru,Takahashi, Fumie,Kato, Masayuki
, p. 2843 - 2845 (2007/10/03)
An efficient synthesis of the orally-active GpIIb/IIIa antagonist FR184764 was achieved. The key intermediate, an optically active ethynyl β-amino ester, was synthesized efficiently by utilizing a lipase catalyzed kinetic resolution step.
Enantioselective addition of diethylzinc to aldehydes catalyzed by ethyl nipecotate- derived new chiral ligand
Lee, So Ha,Im, Dai Sig,Cheong, Chan Seong,Chung, Bong Young
, p. 1913 - 1919 (2007/10/03)
(R)-(-)-Diphenyl-(N-methylpiperidin-3-yl)methanol (3) derived from (±)- ethyl nipecotate catalyzed the enantioselective addition of diethylzinc to various aldehydes in good to moderate optical yield (40% - 81%).
