These common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of tert-Butyl 9-Amino-4,7-dioxanonanoate
SI-22 (270 mg, 1.03 mmol, 1.2 eq.), COMU (440 mg, 1.03 mmol, 1.2 eq.), and N- methylmorpholine (283 pL, 2.57 mmol, 3 eq.) were dissolved in 1.5 mL of DMF and stirred for 1 min. Amino-PEG2-t-butyl ester (200 mg, 0.86 mmol, 1 eq.) was added in 2.5 mL of DMF and the reaction was stirred at room temperature for 1 h. The reaction was diluted with ethyl acetate (lOmL) and the organic phase washed with water (3xl5mL) and brine (lxl5mL). The organic layer was separated, dried over anhydrous MgSCE, and concentrated. The residue was purified by flash chromatography (DCM/EtOAc; 1 : 1) to provide the title compound as a colorless oil (212 mg, 43%). NMR (500 MHz, Chloroform-7) d 7.01 (t, J= 5.7 Hz, 1H), 6.71 (dt, J= 8.7, 2.4 Hz, 1H), 6.68 (s, 1H), 4.43 (s, 2H), 3.74 – 3.69 (m, 2H), 3.67 (td, J= 6.4, 2.0 Hz, 2H), 3.55 (d, j= 2.3 Hz, 4H), 3.51 (ddd, j= 6.5, 3.4, 1.5 Hz, 2H), 2.65 (s, 2H), 2.48 – 2.40 (m, 4H), 2.18 (qd, J= 7.6, 2.1 Hz, 1H), 1.90 (td, j= 6.6, 1.8 Hz, 2H), 1.41 (d, 7= 1.5 Hz, 2H), 1.40 (d, 7= 2.3 Hz, 9H), 1.11 (td, 7= 7.8, 2.6 Hz, 3H). HRMS (ESI) [M+Na]+ for C25H38N207Na 501.2571, found 501.2580.
The synthetic route of tert-Butyl 9-Amino-4,7-dioxanonanoate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; ZHANG, Xiaoyu; CROWLEY, Vincent; CRAVATT, Benjamin; (121 pag.)WO2020/77278; (2020); A1;,
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