Analyzing the synthesis route of 151038-94-7

The synthetic route of 151038-94-7 has been constantly updated, and we look forward to future research findings.

151038-94-7, 6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide 2,2,2-trifluoroacetate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00247] Acetoxyoxaliplatin(4-acetylphenyl)carbamate was first synthesized using acetoxy(hydroxyl)oxaliplatin (243 mg, 0.51 mmol, 1 .00 equiv) and 4- acetylphenylisocyanate (124 mg, 0.77 mmol, 1 .50 equiv) dissolved in DMF (0.1 M, 5 mL). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and impregnated on silica gel. The crude product was purified by normal phase chromatography using silica gel column (40 g) eluted with 5-20% MeOH / CH2CI2 gradient over 15 minutes. Pure fractions were combined and concentrated under vacuum to provide the product as a yellow solid (241 mg, 74%, 83% pure). HPLC-MS 83.1 %, m/z for CigHzsNsOgPt +H)+] = 635.2. 16 [00248] Synthesis of acetate 4-(1-(2-(6-(2,5-dioxo-2H-pyrrol-1(5H)- l)hexanoyl)hydrazono)ethyl) phenyl carbamate oxaliplatin: Acetoxyoxalplatin(4- acetylphenyl)carbamate (228 mg, 0.36 mmol, 1 .00 equiv) was dissolved in DMF (0.05 M, 7 mL) and treated with 6-(2,5-dioxo-2,5-dihydro-1 H-pyrrol-1 – yl)hexanehydrazide TFA salt (158 mg, 0.47 mmol, 1 .30 equiv). The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated and the residue was triturated with acetonitrile to precipitate the product as a yellow powder. This powder was triturated first with isopropyl alcohol (iPrOH) and then with DCM to afford the desired product (70 mg, 23%, 93.5% pure). HPLC-MS 93.5%, m/z for CzgHssNeOu Pt [(M+H)+] = 842.3. 1 H NMR (500 MHz, DMF-d7) 5 10.34-10.15 (m, 1 H), 9.91 -9.66 (m, 1 H), 9.37-9.24 (m, 1 H), 8.88-8.66 (m, 2H), 8.59-8.48 (m, 1 H), 7.80-7.73 (m, 2H), 7.61 -7.53 (m, 2H), 7.04-6.98 (m, 2H), 3.50-3.43 (m, 2H), 3.14-3.02 (m, 1 H), 2.75-2.70 (m, 1 H), 2.43-2.25 (m, 6H), 2.01 -1 .92 (m, 3H), 1 .74-1 .53 (m, 9H), 1 .42-1 .24 (m, 4H)., 151038-94-7

The synthetic route of 151038-94-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BLEND THERAPEUTICS, INC.; MOREAU, Benoit; BILODEAU, Mark T.; WHALEN, Kerry; MEETZE, Kristan; SINGH, Sukhjeet; WOOSTER, Richard; LEMELIN, Charles-Andre; (139 pag.)WO2015/200250; (2015); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 151038-94-7

151038-94-7, As the paragraph descriping shows that 151038-94-7 is playing an increasingly important role.

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
1-Pyrroline | C4H7N – PubChem