Electric Literature of 27489-62-9 , The common heterocyclic compound, 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.
Imidazole (29.6 g, 434 mmol) was added to (trans)-4-aminocyclohexanol (20 g, 174 mmol), in DCM (200 mL). TBDMS-Cl (39.3 g, 260 mmol) was added portionwise and the reaction mixture was stirred at rt for 18 h. The reaction mixture was evaporated to dryness and redis solved in EtOAc (200 mL) and washed sequentially with water (100 mL), 2 M aq. NaOH (100 mL), water (100 mL) and sat. brine (100 mL). The organic layer was dried over MgS04, filtered and and the solvent was removed in vacuo. The crude product was purified by fee, elution gradient 0 to 10% 1 M methanolic ammonia in DCM, to afford the title compound (30 g, 75%) as a dark golden oil; 1H NMR (500 MHz, CDC13) 0.05 (6H, s), 0.88 (9H, s), 1.05 – 1.22 (2H, m), 1.26 – 1.43 (2H, m), 1.44 – 1.76 (1H, br s) 1.76 – 1.81 (4H, m), 1.82 – 2.29 (1H, br s), 2.67 (1H, tt), 3.51 – 3.63 (1H, m).
The synthetic route of 27489-62-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; TING, Attilla, Kuan, Tsuei; (103 pag.)WO2018/114999; (2018); A1;,
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