201945-04-2

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 187879-34-1 8-Oxo-5-(3,4,5-trimethoxy-phenyl)-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ethyl ester 

Downstream Products

• 201945-15-5 2-ethenyl-4-hydroxy-3-hydroxymethyl-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-(3',4',5'-trimethoxyphenyl)quinoline 
• 187879-34-1 8-Oxo-5-(3,4,5-trimethoxy-phenyl)-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ethyl ester 
• 201945-11-1 8-Oxo-5-(3,4,5-trimethoxy-phenyl)-6-vinyl-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Rearrangement of an N-aryl-2-vinyltetrahydro-4-oxoquinoline to an acridine derivative

Acridine (4) has been obtained by acidic rearrangement of N-aryl-2-vinyltetrahydro-4-oxoquinoline (2). The mechanism involved a retro-Michael process followed by the attack of the electron rich aromatic ring onto the keto group.

α-Oligodeoxynucleotides Containing 5-Propynyl Analogs of α-Deoxyuridine and α-Deoxycytidine: Synthesis and Base Pairing Properties

From propyne and 5-iodo-α,2-deoxyuidine, obtained by glycosylation, 5-propynyl-α,2'-deoxyuridine was synthesized following the procedure of Hobbs.One part was then transformed through displacement of its C4-triazolo derivative with ammonia into 5-propynyl-α,2'-deoxycytidine derivative.Finally, the corresponding α 5-propynyl nucleoside phosphoramidites were prepared, and 5-propynyl-α oligonucleotides (12-mer) with either phosphodiester and phosphorothioate were synthesized.The melting temperatures showed that duplexes with complementary DNA are stabilized between 0.65 and 1.2 deg C/mod, and duplexes with RNA are stabilized between 1.2 and 1.4 deg C/mod.