15357-92-3Relevant academic research and scientific papers
A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine
Otto, Nicola,Ferenc, Dorota,Opatz, Till
, p. 1205 - 1217 (2018/06/18)
Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.
Synthetic approaches to pallimamine and analogues using direct imine acylation
Ronson, Thomas O.,Kitsiou, Christiana,Unsworth, William P.,Taylor, Richard J.K.
, p. 6099 - 6106 (2016/09/14)
The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.
Synthesis and biological evaluation of 10-11C- dihydrotetrabenazine as a vesicular monoamine transporter 2 radioligand
Li, Xiaomin,Chen, Zhengping,Tang, Jie,Liu, Chunyi,Zou, Pei,Huang, Hongbo,Tan, Cheng,Yu, Huixin
, p. 313 - 319 (2014/05/20)
In this study, we synthesized a new carbon-11-labeled radiotracer, 10- 11C-dihydrotetrabenazine (10-11C-DTBZ), and evaluated its potential as a vesicular monoamine transporter 2 (VMAT2) radioligand. The radiolabeled precursor 10-O-de
8-Phenylisoquinolines And Pharmaceutical Composition Used In Treatment For Sepsis
-
Paragraph 0039, (2013/03/26)
A compound is provided. The compound includes a formula of:
Formal synthesis of the bisbenzylisoquinoline alkaloid berbamunine by asymmetric substitution of chiral organolithium compounds
Gawley, Robert E.,Smith, Gregory A.
, p. 167 - 179 (2011/07/07)
Asymmetric alkylation of enantiomeric tetrahydroisoquinolyl oxazolines was achieved with 96-97% diastereoselectivity. Removal of the oxazoline chiral auxiliary and further transformations provide a straightforward synthesis of the two synthetic intermediates that were previously synthesized by resolution, and which comprise a formal synthesis of berbamunine by Ullman coupling. ARKAT-USA, Inc.
Protoberberines from Reissert- compounds. Part IX [1]. An alternative approach to dibenzoquinolizine- and isoquinonaphthyridin-13a-carboxylic acids, a novel synthesis of alangimarine
Reimann, Eberhard,Grasberger, Fritz
, p. 193 - 209 (2007/10/03)
3,4-Dihydroisoquinoline-Reissert-compounds were alkylated to 1-benzyl- and 1-picolyl-derivatives, which in turn could selectively be hydrolized yielding various carboxylic acids, among others certain amino acids related to 3′,4′-deoxynorlaudanosoline carboxylic acid (DNLCA). These on treating with ethanolic KOH underwent cyclization to dibenzoquinolizine- and isoquinonaphthyridine-13a-carboxylic acids. Alternatively this cyclization also could be achieved by a more convenient one-pot procedure starting from the same dihydro-Reissert-compounds. Thermal decarboxylation afforded among others the alangia alkaloids alangimarine and dihydroalangimarine. Springer-Verlag 2004.
Aza analogues of protoberberine and phtalideisoquinoline alkaloids
Jahangir,MacLean, David B.,Holland, Herbert L.
, p. 1031 - 1035 (2007/10/02)
Anions derived from furopyridin-3(1H)-one, by treatment with lithium diisopropylamide, react with substituted, 3,4-dihydroisoquinolines and 2-methyl-3,4-dihydroisoquinolinium salts yielding nitrogen analogues of protoberberine and phtalideisoquinoline alkaloids, respectively.
