72708-59-9Relevant academic research and scientific papers
Copper-Catalyzed Tertiary Alkylative Cyanation for the Synthesis of Cyanated Peptide Building Blocks
Miwa, Naoki,Tanaka, Chihiro,Ishida, Syo,Hirata, Goki,Song, Jizhou,Torigoe, Takeru,Kuninobu, Yoichiro,Nishikata, Takashi
supporting information, p. 1692 - 1697 (2020/02/04)
In this paper, we report efficient cyanation of various peptides containing the α-bromocarbonyl moiety using a Cu-catalyzed radical-based methodology employing zinc cyanide as the cyanide source. Mechanistic studies revealed that in situ formed CuCN was a key intermediate during the catalytic cycle. Our method could be useful for the synthesis of modified peptides containing quaternary carbons.
Synthesis, Reactivity, Functionalization, and ADMET Properties of Silicon-Containing Nitrogen Heterocycles
Barraza, Scott J.,Denmark, Scott E.
supporting information, p. 6668 - 6684 (2018/06/12)
Silicon-containing compounds have been largely ignored in drug design and development, despite their potential to improve not only the potency but also the physicochemical and ADMET (absorption, distribution, metabolism, excretion, toxicity) properties of drug-like candidates because of the unique characteristics of silicon. This deficiency is in large part attributable to a lack of general methods for synthesizing diverse organosilicon structures. Accordingly, a new building block strategy has been developed that diverges from traditional approaches to incorporation of silicon into drug candidates. Flexible, multi-gram-scale syntheses of silicon-containing tetrahydroquinoline and tetrahydroisoquinoline building blocks are described, along with methods by which diversely functionalized silicon-containing nitrogen heterocycles can be rapidly built using common reactions optimized to accommodate the properties of silicon. Furthermore, to better clarify the liabilities and advantages of silicon incorporation, select compounds and their carbon analogues were challenged in ADMET-focused biological studies.
Ketene. Part 26. The Reactions of 3,4-Dihydroisoquinoline N-Oxide with Ketenes, and an Attempted Synthesis of 3,4-Dihydro-3,3-dimethylquinoline N-Oxide
Evans, Andrew R.,Martin, Russell,Taylor, Giles A.,Yap, C. H. Maurice
, p. 1635 - 1640 (2007/10/02)
3,4-Dihydroisoquinoline N-Oxide reacts with dimethylketene to form a 1:2 adduct (8) in addition to compounds (6) and (7).With cyano-t-butylketene and ethoxycarbonyl-t-butylketene the adducts (9a) and (9b) are formed. 3,3-Dimethyl-1,2,3,4-tetrahydroquinoline (21a) has been synthesized, but attempts to convert this into the nitrone (20b) were unsuccessful.
General Synthetic Route to Malonamic Acids and 3-Thiomalonamic Acids. Amidations and Thioamidations of α Anions of Carboxylate Salts with Alkyl and Aryl Isocyanates and Isothiocyanates
Krapcho, A. Paul,Stephens, W. P.
, p. 1106 - 1109 (2007/10/02)
Treatment of α anions of carboxylate salts 2 with alkyl or aryl isocyanates and isothiocyanates leads to substituted malonamic acids (4, X=O) and 3-thiomalonamic acids (4, X=S), respectively.Lithium naphthalenide is utilized as the base in the formation o
