5779-99-7Relevant academic research and scientific papers
A new total synthesis of (±)-α-noscapine
Mao, Yongjun,Song, Shuai,Zhao, Dongmei,Cheng, Maosheng
, p. 2633 - 2640 (2014/01/06)
A new, convergent total synthesis of (±)-α-noscapine was developed on a grams scale through the condensation of 3-trimethylsilyl-meconin derivative 9 and the iodized salt cotarnine derivative 20 as the key step. Staring from simple 2,3-dimethoxybenzoic acid, piperonal and 2,2-dimethoxyethanamine, through the traditional chemical processes to give the final product in 11.6% yield over 14 steps.
Unnatural C-1 homologues of pancratistatin-Synthesis and promising biological activities
Vshyvenko, Sergey,Scattolon, Jon,Hudlicky, Tomas,Romero, Anntherese E.,Kornienko, Alexander,Ma, Dennis,Tuffley, Ian,Pandey, Siyaram
, p. 932 - 943 (2013/02/22)
Several C-1 homologues of pancratistatin and 7-deoxypancratistatin were synthesized by a phenanthrene-phenathridone oxidative recyclization strategy. The key steps involved the enzymatic dihydroxylation of bromobenzene, addition of an aryl alane to an epo
Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation
Vshyvenko, Sergey,Scattolon, Jon,Hudlicky, Tomas,Romero, Anntherese E.,Kornienko, Alexander
scheme or table, p. 4750 - 4752 (2011/09/16)
The synthesis of two C-1 analogues of pancratistatin has been accomplished in 17 steps from bromobenzene. The key steps involved the enzymatic dihydroxylation, regioselective opening of epoxyaziridine 9 with the alane derived from 8, a solid-state silica-
First total synthesis of (±)-powelline
Anwar, Hany F.,Hansen, Trond Vidar
scheme or table, p. 2681 - 2683 (2009/04/21)
The first total synthesis of (±)-powelline is reported in 10% overall yield over eight steps using an intramolecular oxidative phenolic coupling reaction as the key reaction.
A convenient synthesis of 4-alkoxylated isoindolin-1-ones
Moreau, Anne,Couture, Axel,Deniau, Eric,Grandclaudon, Pierre
, p. 1664 - 1670 (2007/10/03)
A short synthesis of 4-alkoxylated isoindolin-1-ones based upon the S NAr reaction applied to phosphorylated 2-methoxybenzamides followed by alkaline cleavage of the phosphoryl auxiliary is reported.
THE SYNTHESIS OF 6-METHOXY-7,8-METHYLENEDIOXYISOQUINOLINE DERIVATIVES
Simig, Gy.,Schlosser, M.
, p. 217 - 228 (2007/10/02)
Several new 6-methoxy-7,8-methylenedioxyisoquinolines were synthesized starting from 4-methoxy-2,3-methylenedioxybenzaldehyde.
PREPARATION OF 2-METHOXY-3,4-METHYLENEDIOXYBENZALDEHYDE (CROWEACIN ALDEHYDE) FROM PYROGALLOL
Shirasaka, Tadashi,Takuma, Yuki,Imaki, Naoshi
, p. 1213 - 1221 (2007/10/02)
2-Methoxy-3,4-methylenedioxybenzaldehyde (croweacin aldehyde) of high purity was prepared in 55percent overall yield from pyrogallol.
Synthesis of Cotarnin Iodide
Fleischhacker, Wilhelm,Richter, Bernd,Urban, Ernst
, p. 765 - 770 (2007/10/02)
Starting from 4-methoxy-1,3-benzodioxol-5-carbaldehyde (croweacin aldehyde, 3) a six-step synthesis of cotarnin iodide (9, 67percent total yield) is described. - Keywords.Croweacinaldehyde; Isoquinoline; Cotarnin iodide.
The Chemistry of 2H-3,1-Benzoxazine-2,4(1H)-dione (Isatoic Anhydride). 21. A Mild Process For The Preparation of 10-Alkyl-9-acridanones And It's Application To The Synthesis of Acridone Alkaloids
Coppola, Gary M.,Schuster, Herbert F.
, p. 957 - 964 (2007/10/02)
10-Substituted-9-acridanones are readily prepared by the reaction of the corresponding isatoic anhydride with the lithium enolate of 2-cyclohexen-1-one.The initially formed product, the 1,2-dihydroacridone need not be purified but can be aromatized directly with DDQ to the desired acridone.This methodology is applicable to the synthesis of acridone natural products.Two alkaloids, 1,2,3-trimethoxy-10-methylacridone (9) and evoxanthine (10), were prepared from 4,5,6-trimethoxy-N-methylisatoic anhydride and 6-methoxy-4,5-methylenedioxy-N-methylisatoic anhydride respectively.In these trioxygenated systems, palladium-on-charcoal must be used to aromatize the penultimate intermediate.
