With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.930785-40-3,tert-Butyl 1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate,as a common compound, the synthetic route is as follows.,930785-40-3
Titanium(IV) isopropoxide (998 mg, 3.51 mmol) was added to a mixture of C23 (300 mg, 1.17 mmol) and tetrahydro-2 –pyran-3-carbaldehyde (160 mg, 1.40 mmol) in ethanol (10 mL) at 27 C, and the reaction mixture was stirred at 27 C for 15 hours. It was then cooled to 0 C, treated with sodium borohydride (88.6 mg, 2.34 mmol), and allowed to stir at 25 C for 4 hours. Water (10 mL) was added slowly, and the resulting mixture was stirred at 25 C for 30 minutes. After combination with a mixture derived from a smaller-scale reaction carried out on C23 (50 mg, 0.20 mmol), this was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried, filtered, and concentrated in vacuo; purification via chromatography on silica gel (Gradient: 0% to 5% methanol in dichloromethane) provided the product as a colorless oil. Starting material C23 (200 mg) was also recovered, as a yellow gum. Yield: 106 mg, 0.299 mmol, 22% (51 % based on recovered starting material). LCMS m/z 355.3 [M+H]+. 1H NMR (400 MHz, CDCI3) delta 3.96-3.88 (m, 1 H), 3.88-3.80 (m, 1 H), 3.79-3.58 (m, 4H), 3.42-3.33 (m, 1 H), 3.19-3.04 (m, 3H), 2.42-2.33 (m, 1 H), 2.33-2.26 (m, 1 H), 2.26-2.19 (m, 1 H), 2.15-2.01 (m, 3H), 1.98-1.73 (m, 5H), 1.64-1.53 (m, 2H), 1.44 (s, 9H), 1.44-1.34 (m, 2H).
The synthetic route of 930785-40-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; PFIZER INC.; BECK, Elizabeth Mary; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; GILBERT, Adam Matthew; HELAL, Christopher John; JOHNSON, Douglas Scott; MCALLISTER, Laura Ann; MONTGOMERY, Justin Ian; O’NEIL, Steven Victor; ROGERS, Bruce Nelsen; VERHOEST, Patrick Robert; WEBB, Damien; (236 pag.)WO2017/21805; (2017); A1;,
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