945217-60-7, (3R,4S)-rel-tert-Butyl 3,4-diaminopyrrolidine-1-carboxylate is a pyrrolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,945217-60-7
A vial was charged with 4-(2-(ethoxymethoxy)-6-fluorobenzoyl)benzoic acid (32 mg, 0.099 mmol), Et3N (14 mu, 0.099 mmol) and DMF (1 .0 mL) at room temperature. To this solution was then added HATU (38 mg, 0.099 mmol) and the mixture was stirred for 5 min. This solution was then added to a second vial containing a freshly prepared mixture of tert- butyl (3R,4S)-3,4-diaminopyrrolidine-1 -carboxylate (20 mg, 0.099 mmol) and HCI (4.0 M dioxane solution, 50 mu) in DMF (0.5 mL). The resulting solution was stirred at room temperature for 18 h to give tert-butyl (3R,4R)-3-amino-4-(4-(2-(ethoxymethoxy)-6- fluorobenzoyl)benzamido)pyrrolidine-1 -carboxylate which could be directly used in situ. To this solution was added isonicotinic acid (12 mg, 0.099 mmol), Et3N (42 mu, 0.298 mmol) and HATU (38 mg, 0.099 mmol). The mixture was stirred at room temperature for 1 h, then quenched with water and extracted with EtOAc. The organic portion was concentrated in vacuo and then redissolved in THF (1 .0 mL) and aqueous HCI (1 .0 M, 0.5 mL). The solution was warmed to 65C and stirred until the carbamate and acetal protecting groups were fully removed by LCMS. The solution was then purified via HPLC to give N-((3R,4R)-4-(4-(2- fluoro-6-hydroxybenzoyl)benzamido)pyrrolidin-3-yl)isonicotinamide as a formate salt. 1 H NMR (500 MHz, Methanol-^) delta 8.78 – 8.69 (m, 2H), 8.50 (s, 1 H), 7.97 (d, J = 7.3 Hz, 2H), 7.91 (d, J = 7.8 Hz, 2H), 7.82 (d, J = 4.5 Hz, 2H), 7.39 (d, J = 8.0 Hz, 1 H), 6.82 – 6.76 (m, 1 H), 6.72 (t, J = 9.0 Hz, 1 H), 4.73 – 4.65 (m, 2H), 3.75 (d, J = 1 1 .1 Hz, 2H), 3.32 (s, 2H). LCMS (ESI+) for C24H21 FN4O4 [M+H] expected = 449.16, found = 449.26.
The synthetic route of 945217-60-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; UNIVERSITY OF MIAMI; AL-ALI, Hassan; LEMMON, Vance; BIXBY, John; (103 pag.)WO2019/89729; (2019); A1;,
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