With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1180112-41-7,tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate,as a common compound, the synthetic route is as follows.
A suspension of tert-butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate (0.5 g, 2.21 mmol) and 10% palladium on carbon (0.235 g, 0.221 mmol) in EtOH/MeCN (2:1, 5 mL) was prepared and stirred at RT under 2 atmospheres H2for 22 h. The reaction mixture was filtered through Celite, washing with MeOH (50 mL). The filtrate was concentrated in vacuo and the resulting residue was purified by chromatography on silica gel (12 g column, 0-15% (0.7 M Ammonia/MeOH)/DCM) to afford tert-butyl 1-ethyl-1,7- diazaspiro[3.5]nonane-7-carboxylate. This was dissolved in TFA/DCM (1:1, 10 mL) and stirred at RT for 90 min. The reaction was concentrated in vacuo and the resulting residue was loaded onto a column of SCX (10 g) in MeOH. The column was washed with MeOH and the product was eluted with 7 M ammonia in MeOH. The ammoniacal solution was concentrated in vacuo to afford the title compound (0.242 g, 70%) as a yellow oil.1H NMR (DMSO-d6) d 3.01 (t, J = 7.0 Hz, 2H), 2.85 – 2.75 (m, 2H), 2.42 – 2.32 (m, 4H), 1.76 (t, J = 7.0 Hz, 2H), 1.65 – 1.57 (m, 2H), 1.41 (td, J = 12.4, 4.4 Hz, 2H), 0.84 (t, J = 7.2 Hz, 3H). One exchangeable proton not observed.
1180112-41-7, The synthetic route of 1180112-41-7 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; INFLAZOME LIMITED; MILLER, David; MACLEOD, Angus; THOM, Stephen; MCPHERSON, Christopher G.; ALANINE, Thomas; CARRILLO ARREGUI, Jokin; CIANA, Claire-Lise; SHANNON, Jonathan; VAN WILTENBURG, Jimmy; DEN HARTOG, Jacobus Antonius Joseph; (603 pag.)WO2019/211463; (2019); A1;,
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