With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.151038-94-7,6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate,as a common compound, the synthetic route is as follows.
A solution of 1,1?,2-trisnor-squalenic aldehyde (8) (0.334g, 0.868mmol) in CH2Cl2 was added to dry methanol (15mL). The resulting mixture was sonicated for a few minutes until complete dissolution. [6-(maleimido)hexanamido]azanium trifluoroacetate (7) [23] (0.306g, 0.868mmol) and 4A molecular sieves (200mg) were then added and the reaction mixture was stirred for 1h at room temperature under nitrogen. The formation of the desired product (9) was monitored by TLC (petroleum ether/ethyl acetate 1/1v/v, Rf: 0.65). The mixture was filtered and concentrated under reduced pressure. The residue was taken into water (5mL) and extracted with CH2Cl2 (3¡Á15mL). The combined organic phases were dried over anhydrous MgSO4 and concentrated in vacuo. Purification by flash-chromatography on silica column, eluting with a gradient of petroleum ether to petroleum ether/ethyl acetate 60/40v/v, gave the product as a light yellow waxy material (0.211g, 63% yield) (Supplementary material, Fig. S1). (0008) 1H NMR (CDCl3) delta: 8.39 (s, 1H, CH=NN), 7.05 (t, J=5.2Hz, 1H, NHCO), 6.68 (s, 2H, CO-CH=CHCO), 5.14-5.07 (m, 5H, HC=C(CH3)), 3.54-3.49 (t, J=7.2Hz, 2H, CH2N), 2.70-2.50 (m, 2H, CH2CONH), 2.40-1.90 (m, 20H, =C(CH3)CH2CH2), 1.80 (s, 3H, HC=C(CH3)2), 1.76-1.65 (m, 12H, HC=C(CH3)CH2), 1.62-1.60 (m, 4H, NCH2CH2CH2CH2CH2CON), 1.41-1.33 (m, 2H, NCH2CH2CH2CH2CH2CON). 13C NMR (CDCl3) delta: 171.2, 166.3, 147.3, 135.8, 135.7-132.0, 125.9-124.7, 42.5, 39.7-26.4, 38.2, 36.6, 31.0, 26.9, 25.9, 24.6-16.4, 22.4. MS (EI): m/z(%) 81 (70), 110 (100), 192 (55), 591 (3). HPLC analysis: Symmetry C18 column, 5mum (Merck, Italy) equipped with a C18 column guard, elution with 100% methanol, detection by UV adsorption measurement at 237nm (flow rate 1mL/min, tr=5.79min). Peak heights were recorded and processed on a CBM-10A Shimadzu interface.
151038-94-7, As the paragraph descriping shows that 151038-94-7 is playing an increasingly important role.
Reference£º
Article; Valetti, Sabrina; Mura, Simona; Desmale, Didier; Noiray, Magali; Vergnaud, Juliette; Vauthier, Christine; Couvreur, Patrick; Stella, Barbara; Cattel, Luigi; Giraudo, Enrico; Maione, Federica; Journal of Controlled Release; vol. 192; (2014); p. 29 – 39;,
Pyrroline – Wikipedia
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