Data on nitrogen-containing derivatives of fumaropimaric acid

The data presented here are related to the research paper entitled “Levopimaric Acid Derived 1,2-Diamines and Their Application in the Copper-Catalyzed Asymmetric Henry Reaction” [1]. In this data article, we provide 1H, 13C NMR and IR data for the diterpene derivatives described in [1]. The GC–MS analysis of pine oleoresin used as a starting material of the syntheses is also included in the data article.


Experimental features
The synthesized compounds were characterized by NMR and IR spectroscopy Data source location Novosibirsk, Russian Federation Data accessibility Data are available with this article

Value of the data
The data presents NMR, IR spectra of newly synthesized diterpene derivatives and GC-MS analysis of methylated pine oleoresin and could be used by other researchers.
The provided information on the structural data of diterpenes could be useful for the analysis of spectra and determination of the structure of other diterpene derivatives.
The data could be helpful for other researchers to identify the compounds described in the research article [1] and to reproduce the experiments reported therein.

Data
The dataset presented in this article focuses on characterization of the new diterpene derivatives described in [1]. The article provides the information on the composition of natural raw material (pine oleoresin) and the structural data of the functionalized diterpenes. Scheme 1 illustrates the preparation of mixture of methylated resin acids. The GC-MS analysis of this mixture is given in Fig. 1. Scheme 2 illustrates the method of preparation and isolation of monomethyl ester of fumaropimaric acid 2. The compound 2 was characterized using 1 H, 13 C NMR and IR (Figs. 2-1, 2-2 and 2-3). Scheme 3 illustrates the synthetic route to the 1,2-diisocyanate 3, which was characterized using 1 H, 13 C NMR and IR (Figs. 3-1, 3-2 and 3-3). Scheme 4 illustrates the synthetic route to the 1,2-diamine 4, which was characterized using 1 H, 13 C NMR and IR (Figs. 4-1, 4-2 and 4-3). Scheme 5 illustrates the method of preparation of imines 5a-f and aminophenols 6a-f. Figs. 5a-f and 6a-f shows 1 H, 13 C NMR and IR spectra of the compounds 5a-f and 6a-f. Analyses of the spectra of the compounds 2 and 4 are provided in [2]. Analyses of the spectra of the compounds 3, 5a-f and 6a-f are provided in [1]. The synthetic procedures for the compounds 2-6 are described in the research article [1].