With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1334177-86-4,1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16,19,22,25,28-octaoxa-4-azahentriacontan-31-oic acid,as a common compound, the synthetic route is as follows.
1-ethyl-3-(3?-dimethylaminopropyl)carbodiimide (94 mg, 0.79 mmol, 1 eq) was added to a solution of crude 137 (558 mg, 0.49 mmol, 1 eq) and Mal-(PEG)8-acid (292 mg, 0.49 mmol,1 eq) in chloroform (12 mL). The reaction was degassed three times with Argon and stirred for 2 hours and the presence of starting material was no longer observed by LC/MS. The reaction was diluted with dichloromethane and washed sequentially with water and brine. The organic phase was dried over magnesium sulphate filtered and excess dichloromethane removed by rotary evaporation under reduced pressure. The resultingresidue was subjected to flash column chromatography (Biotage Isolera 50g Ultra; 98/2 to90/10 v/v DOM/methanol in 10 CV). Pure fractions were collected and combined and excess eluent was removed by rotary evaporation under reduced pressure to give 138 (485 mg, 58%). LC/MS, 3 mm method, 1.58 mm (ES+) rn/z (relative intensity) 1709.30 ([M+H], 100). 1H NMR (400 MHz, DMSO-d6) 69.88 (s, 1H), 8.13 (d, J 7.0 Hz, 1H), 8.06-7.92(m, 1 H), 7.85 (d, J = 8.6 Hz, 1 H), 7.68 – 7.04 (m, 9H), 6.99 (s, 2H), 6.89 (d, J = 15.0 Hz,2H), 6.52 (s, 1 H), 5.66 (d, J = 9.4 Hz, 1 H), 5.47 (d, J = 8.0 Hz, 1 H), 5.26 – 4.75 (m, 6H),4.49 – 4.31 (m, 1 H), 4.20 (t, J = 7.6 Hz, 1 H), 3.80 (d, J = 11.9 Hz, 6H), 3.59 (t, J = 7.2 Hz,4H), 3.55 – 3.41 (m, 32H), 3.41 – 3.30 (m, 11 H), 3.21 – 3.09 (m, 3H), 2.48 – 2.28 (m, 4H),2.18-1.08 (m, 24H), 0.84 (dd, J= 15.0, 6.7 Hz, 5H).
1334177-86-4, The synthetic route of 1334177-86-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; MEDIMMUNE LIMITED; HOWARD, Philip Wilson; GREGSON, Stephen John; (207 pag.)WO2018/192944; (2018); A1;,
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