1-(((6-(Methoxycarbonyl)-5-oxononan-4-yl)oxy)carbonyl)cyclopropane-1-carboxylic Acid

1-(((6-(Methoxycarbonyl)-5-oxononan-4-yl)oxy)carbonyl)cyclopropane-1-carboxylic Acid Full article

Journal

Molbank
ISSN: 1422-8599

Output data

Year: 2023, Volume: 2023, Number: 2, Article number : M1651, Pages count : DOI: 10.3390/m1651

Authors

Gorlov Evgenii S. ¹ , Shuingalieva Diana V. ^2,3,1 , Ilovaisky Alexey I. ^2,1 , Vil’ Vera A. ^2,1 , Terent’ev Alexander O. ^2,1

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, Moscow 119991, Russia
2	All-Russian Research Institute for Phytopathology, B. Vyazyomy, Moscow 143050, Russia
3	Faculty of Engineering Chemical Technology, D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Square, Moscow 125047, Russia

Here, we first report the 2′-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2′-functionalized 1,3-dicarbonyl compounds instead of the common 2-functionalized moiety. The reaction between 4-butylidene-3-propyloxetan-2-one and cyclopropyl malonoyl peroxide proceeds in the presence of trifluoroacetic acid and trimethyl orthoformate at 120 °C for 1 h. The synthesized compound was characterized by NMR spectroscopy, mass spectrometry, and IR spectroscopy.

Gorlov E.S. , Shuingalieva D.V. , Ilovaisky A.I. , Vil’ V.A. , Terent’ev A.O.
1-(((6-(Methoxycarbonyl)-5-oxononan-4-yl)oxy)carbonyl)cyclopropane-1-carboxylic Acid
Molbank. 2023. V.2023. N2. M1651 . DOI: 10.3390/m1651 WOS Scopus OpenAlex

Web of science:	WOS:001017350200001
Scopus:	2-s2.0-85163723977
OpenAlex:	W4378176269

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