93591-07-2

Upstream product

• 1446-61-3 leelamine 
• 100-52-7 benzaldehyde 

Downstream Products

• 946433-59-6 C₃₉H₄₆NO₃P 

Relevant academic research and scientific papers

Factors influencing the regioselectivity of the oxidation of asymmetric secondary amines with singlet oxygen

Aerobic amine oxidation is an attractive and elegant process for the α functionalization of amines. However, there are still several mechanistic uncertainties, particularly the factors governing the regioselectivity of the oxidation of asymmetric secondary amines and the oxidation rates of mixed primary amines. Herein, it is reported that singlet-oxygen-mediated oxidation of 1° and 2° amines is sensitive to the strength of the α-C-H bond and steric factors. Estimation of the relative bond dissociation energy by natural bond order analysis or by means of one-bond C-H coupling constants allowed the regioselectivity of secondary amine oxidations to be explained and predicted. In addition, the findings were utilized to synthesize highly regioselective substrates and perform selective amine cross-couplings to produce imines.

Synthesis and insect attractant activity of fluorine-containing Pinus diterpenic amides and imines

A series of fluorine-containing Pinus diterpenic amides and imines have been synthesised and their structures were confirmed by elemental analysis, IR, 1H NMR spectroscopy and single crystal X-ray diffraction. Their insect attractant activity to Spodoptera litura were screened by leaf plate method; the results indicated that most fluorine-containing dehydroabietic amides and imines exhibited attractive activity to S. litura, in which dehydroabietic p-trifluoromethyl amide (A6) exhibit seven times the attractive rate compared with blank at the concentration of 0.01 g mL-1. The fluorine moiety fused to the benzene ring results in decreased attractive rates for amides except (A6), while the effects of fluorine result in increased attractive rates for diterpenic imines.

Synthesis and antitumor activity of novel α-aminophosphonates from diterpenic dehydroabietylaminer

A series of novel α-aminophosphonates were synthesized from diterpenic dehydroabietylamine, and their structures were characterized by IR, 1H NMR, and 31P NMR spectroscopy. Their antitumor activities against SMMC7721 liver cancer cells were evaluated by the MTT method. Compounds 4 and 6 exhibited higher activities even at very low concentrations, and the inhibition ratios reached 75% and 79% at 0.1 μM, respectively. The inhibition ratio of compound 9 reached 99% after 72-h incubation. α-Aminophosphonates with a fluorine atom and a nitro group fused to the benzene ring exhibited higher activities.

Synthesis and biological activity of Schiff bases derived from dehydroabietylamine and benzaldehyde derivatives

Previously unknown Schiff bases were prepared from dehydroabietylamine and substituted benzaldehydes. Their physicochemical properties were determined, and the bactericidal activity toward some microorganisms was evaluated.