Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, A new synthetic method of this compound is introduced below., SDS of cas: 581065-95-4
SI-6 (76 mg, 0.27 mmol, 1.2 eq.), COMU (115 mg, 0.27 mmol, 1.2 eq.), and N- methylmorpholine (74 pL, 0.67 mmol, 3 eq.) were dissolved in 333 pL of DMF and incubated for 1 min. Amino-PEG4-t-butyl ester (72 mg, 0.22 mmol, 1 eq.) was added in 667 pL and the reaction was stirred for lh at room temperature. The reaction was then diluted with ethyl acetate (10 mL) and water (10 mL). The organic layer was washed with water (3×1 OmL) and 1N HC1 (lxlOmL). The organic layer was collected, dried over anhydrous MgS04 and removed under reduced pressure. The residue was purified by flash chromatography (DCM:EtOAc, 1 : 1) to provide the title compound as a colorless oil (44 mg, 22%). ‘H NMR (500 MHz, Chloroform -r/) d 7.10 (s, 1H), 6.81 – 6.69 (m, 2H), 4.46 (d, J= 11.3 Hz, 2H), 4.18 (s, 1H), 3.83 – 3.72 (m, 2H), 3.70 – 3.67 (m, 4H), 3.63 (s, 8H), 3.61 – 3.57 (m, 6H), 3.54 (dd, J= 7.6, 3.2 Hz, 2H), 2.70 (s, 2H), 2.48 (td, J= 6.5, 1.5 Hz, 2H), 1.98 (d, J= 5.2 Hz, 2H), 1.43 (d, J= 3.1 Hz, 9H). HRMS (ESI) [M+H]+ for C28H44CIN2O9 587.2730, found 587.2721.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; ZHANG, Xiaoyu; CROWLEY, Vincent; CRAVATT, Benjamin; (121 pag.)WO2020/77278; (2020); A1;,
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