128562-58-3Relevant academic research and scientific papers
TOTAL SYNTHESIS OF (+)- AND (-)-NORSECURININE
Jacobi, Peter A.,Blum, Charles A.,DeSimone, Robert W.,Udodong, Uko E. S.
, p. 7173 - 7176 (1989)
(-)-Norsecurinine (1a) has been prepared in a stereospecific fashion beginning with the acetylenic oxazole 18.Diels-Alder cyclization of 18 afforded the furanoketone 19, which was transformed in five steps to the butenolide mesylate 24.Transannular alkyla
Chemoselective Dieckmann-like condensations using N-methoxy-N-methylamides
Sibi, Mukund P.,Christensen, James W.,Kim, Sung-Gyu,Eggen, Marijean,Stessman, Chad,Oien, Larry
, p. 6209 - 6212 (1995)
The use of N-methoxy-N-methylamide as a chemoselective group in Dieckmann-like condensation is described. The chemoselectivity in these cyclizations is dependent on the counterion of the base employed.
Weinreb Amide based building block for convenient access to vinyl ketones
Tiwari, Praveen Kumar,Aidhen, Indrapal Singh
supporting information, p. 1777 - 1780 (2013/09/12)
A new strategy for the synthesis of vinyl ketones has been achieved. Hitherto unknown and easily accessible, β-phenylseleno-N-methoxy-N- methylpropanamide, obtained through two simple reactions, served as a building block for convenient access to vinyl ketones. The N-methoxy-N-methyl amide moiety ensured no overaddition of the Grignard reagent and, hence, the excellent formation of β-phenylseleno ketones; oxidative work-up with hydrogen peroxide provided ready access to the vinyl ketones with concomitant loss of phenylselanol. Georg Thieme Verlag Stuttgart · New York.
PHARMACEUTICAL COMPOUNDS
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Page/Page column 28, (2010/02/14)
The present invention relates to inhibitors of serotonin and/or norepinephrine reuptake and specifically provides compounds of formula (I): wherein A is selected from -O- and -S-; X is selected from C1-C8 alkyl, C2-C8 alkenyl, and C4-C8 cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from phenyl, pyrrolidinyl, piperidinyl, morpholinyl, halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, -CF3, -CN and -CONH2; Y is selected from (a), (b), (c), (d), (e), (f) where R3, R4and R5 are independently selected from hydrogen, halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R6 and R7 are independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R8 is selected from chloro, bromo, iodo, C1-C4alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; R1 and R2 are each independently hydrogen or C1-C4 alkyl; or pharmaceutically acceptable salts thereof; or compositions thereof and methods of using the same.
PROPANAMINE DERIVATIVES AS SEROTONIN AND NOREPINEPHRINE REUPTAKE INHIBITORS
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Page 32, (2010/02/07)
There is provided a heretoaryloxy/thio 3-substituted propanamine compound of formula (I) wherein A is selected from -O- and -S-; X is selected from phenyl optionally substituted with up to 5 substituents each independently selected from halo, C1-C4 alkyl and C1-C4 alkoxy, thienyl optionally substituted with up to 3 substituents each independently selected from halo and C1-C4 alkyl, and C2-C8 alkyl, C2-C8 alkenyl, C3-C8 cycloalkyl and C4-C8 cycloalkylalkyl, each of which may be optionally substituted with up to 3 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, -CF3, -CN and -CONH2; Y is selected from dihydrobenzothienyl, benzothiazolyl, benzoisothiazolyl, quinolyl, isoquinolyl, naphthyridyl, and thienopyridyl, each of which may be optionally substituted with up to 4 or, where possible, up to 5 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkyl-S(O)n- where n is 0, 1 or 2, nitro, acetyl, -CF3, -SCF3 and cyano; Z is selected from H, OR3 or F, wherein R3 is selected from H, C1-C6 alkyl and phenyl C1-C6 alkyl; R1 and R2 are each independently H or C1-C4 alkyl; and pharmaceutically acceptable salts thereof.
Simple synthetic equivalents for the β-(N,N-disubstituted)ethylamino acyl cation synthon and their applications
Selvamurugan,Aidhen
, p. 2239 - 2246 (2007/10/03)
Various N,N-disubstituted-β-amino-N-methoxy-N-methylpropanamides 3a-i were prepared which served as an excellent β-aminoacyl cation equivalents. These were used to prepare β-amino ketones 1, pharmacologically active tertiary 1-(3,3-diarylpropyl)amines 7a-c, and the interesting C-glycoside 8.
Bis-heteroannulation. 15. Enantiospecific syntheses of (+)and (-)-norsecurinine
Jacobi, Peter A.,Blum, Charles A.,DeSimone, Robert W.,Udodong, Uko E. S.
, p. 5384 - 5392 (2007/10/02)
(-)-Norsecurinine (2a) has been prepared in a stereospecific fashion with the acetylenic oxazole 39 as the starting material. Diels-Alder cyclization of 39 afforded the furano ketone 45 that was transformed in five steps to the butenolide mesylate 52. Tra
A CONVENIENT METHOD FOR THE PREPARATION OF N-METHOXYAMIDES
Einhorn, J.,Einhorn, C.,Luche, J.-L.
, p. 1105 - 1112 (2007/10/02)
A variety of N-methoxyamides is easily prepared from carboxylic acids and N,O-dimethylhydroxylamine hydrochloride in the presence of triphenylphosphine and carbon tetrabromide.
