Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., Computed Properties of C9H18Br2
Example 25 (n=9); (a) 1, 1′- [ (Nonane-l,-9-diyl) dioxylbis [ (11S, llaS)-10- (tert- butyloxycarbonyl)-7-methoxy-11-(tetrahydro-pyran-2-yloxy)-2- methylidene-1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1- c] f, 4Jbenzodiazepine-5-one] (28b); 1,9-Dibromononane (35.75 mg, 0.125 mmol, 0.5 equiv. ) was added to the mixture of monomer 27 (115 mg, 0.25 mmol, 1.0 equiv. ), potassium carbonate (53 mg, 0.50 mmol, 2.0 equiv. ) and a catalytic amount of potassium iodide (1 mg) in dry DMF (30 mL), and the resulting mixture was heated to 90 C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 50% EtOAc-hexane) to afford the dimerized compound 28b (89 mg, 0.085 mmol, 68% yield, mixture of diastereomers from THP protecting group) as a solid: [alpha]29D = +36 (c = 0. 11, CHCl3) ; 1H NMR (CDC13, 400 MHz): No. 1.25-1. 67 (m, 72H, 14-H, 15-H, 16-H, Boc, THP), 1.70-1. 91 (m, 16H, 13-H, THP), 2. 51-2.58 (m, 2H, 1-H), 2.72-2. 81 (m, 2H, 1-H), 2.84-2. 97 (m, 4H, 1-H), 3.51-3. 65 (m, 8H, lla-H, THP), 3. 85-4. 19 (m, 28H, 3-H, 12-H, 7-OMe, THP), 4.26-4. 38 (m, 4H, 3-H), 5.00-5. 18 (m, 12H, 2a-H, THP), 5.65-5. 74 (d, 2H, 11-H), 5.76-5. 88 (d, 2H, 11-H), 6.49 (s, 2H, 9-H), 6.85 (s, 2H, 9-H), 7.16 (s, 2H, 6-H), 7.19 (s, 2H, 6-H) ; 13C NMR (CDCl3, 100 MHz) : No. 20.2, 25.2, 25.9, 28.1, 28.2, 29.0, 29.3, 29.4, 31.0, 31. 1,35. 1,35. 4, 50.6, 56.1, 59.9, 60.0, 63.5, 68.9, 69.2, 91.1, 96.2, 100.3, 109.3, 110.4, 110.5, 114.8, 114. 9,129. 8,142. 1,148. 6,148. 9, 167.2 ; IR (neat): 2935,2856, 1704,1645, 1604,1511, 1454,1430, 1401,1367, 1325,1255, 1210,1163, 1119, 1020,907, 729 cm~1 ; MS (ES+) m/z (relative intensity) 1068 ([M + Na]+., 13), 1045 ( [M + H]+., 100), 1046 ([M + 2H] +-, 65), 943 (42), 843 (28).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary