Some common heterocyclic compound, 54314-84-0, name is ((3-Bromopropoxy)methyl)benzene, molecular formula is C10H13BrO, 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. HPLC of Formula: C10H13BrO
Example 7.9 Preparation of (1S,5R,6R)-3-(3-(benzyloxy)propyl)-10-((3,5-dichlorophenyl)sulfonyl)-5-vinyl-3,10-diazabicyclo[4.3.1]decan-2-one J1 To a solution of (1S,5R,6R)-10-((3,5-dichlorophenyl)sulfonyl)-5-vinyl-3,10 – diazabicyclo [4.3.1] decan-2-one (35.0 mg, 0.0899 mmol) in DMF (1.0 mL) was added NaH (5.39 mg, 0.135 mmol). After 20 minutes ((3-bromopropoxy)methyl)benzene (20.6 mg, 0.0899 mmol) was added, the solution was heated to 80 °C and stirred for 1 h. Et2O (90 mL) was added to the solution and washed with sat. aq. NaCl solution (3 * 10 mL). The organic layer was dried over MgSO4 and the solvent removed under reduced pressure. Column chromatography on SiO2 (Cyclohexane/EtOAc = 1:1) afforded the title compound (31.0 mg, 0.0577 mmol, 64.2 percent) as a colorless solid. Rf: 0.25 (Cyclohexane/EtOAc = 7:3) 1H NMR (600 MHz, CDCl3) delta = 1.28 (s, 2 H), 1.47 – 1.54 (m, 3 H), 1.83 – 1.92 (m, 2 H), 2.23 – 2.29 (m, 1 H), 2.58 – 2.64 (m, 1 H), 2.95 – 3.00 (m, 1 H), 3.49 – 3.59 (m, 4 H), 3.95 – 4.04 (m, 2 H), 4.50 (s, 2 H), 4.65 (d, J = 6.2 Hz, 1 H), 5.09 – 5.15 (m, 2 H), 5.74 – 5.82 (m, 1 H), 7.28 (s, 1 H), 7.33 (d, J = 1.3 Hz, 4 H), 7.56 (s, 1 H), 7.69 (d, J =1.8Hz,2H). 13C NMR (150 MHz, CDCl3) delta = 15.42, 26.29, 26.89, 27.36, 28.14, 29.68, 49.16, 49.53, 51.85, 54.83, 56.84, 67.64, 73.08, 116.8, 124.9, 127.6, 127.7, 128.4, 132.6, 136.3, 137.2, 138.2, 144.1, 169.7.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54314-84-0, its application will become more common.
Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; The designation of the inventor has not yet been filed; EP2899192; (2015); A1;,
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