《Total Synthesis of Zaragozic Acid C: Implementation of Photochemical C(sp3)-H Acylation》 was written by Kawamata, Takahiro; Nagatomo, Masanori; Inoue, Masayuki. HPLC of Formula: 71432-55-8This research focused onzaragozic acid photochem acylation synthesis Norrish Yang cyclization hydroxycyclobutanone. The article conveys some information:
Zaragozic acid C was isolated as a potent squalene synthase inhibitor. The 2,8-dioxabicyclo[3.2.1]octane core of 1 is decorated with the three hydroxycarbonyl (C3,4,5), two hydroxy (C4,7), one acyloxy (C6), and one alkyl (C1) groups. Installation of the contiguous C4- and C5-fully substituted carbons presents a formidable synthetic challenge. Our approach to address this problem used a two-step photochem. C(sp3)-H acylation. Persilylated D-gluconolactone was derivatized with the 1,2-diketone moiety at the C5-tetra-substituted center. Norrish-Yang cyclization of 3 under violet LED irradiation followed by oxidative opening of the resultant α-hydroxycyclobutanone regio- and stereoselectively transformed the electron-rich tertiary C(sp3)-H bond at C4 into a C(sp3)-C bond. A subsequent series of judicious functional group transformations gave rise to zaragozic acid C. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8HPLC of Formula: 71432-55-8) was used in this study.
tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.HPLC of Formula: 71432-55-8
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics