These common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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. Recommanded Product: 1,3-Diiodopropane(stabilized with Copper chip)
Examples 13 -22; Synthesis of PBD dimers linked at the C-8 position; n=3, 4,5, 6, 7, 8,9, 10, 11, 12 Example 13 (n=3); (a) 1,1′-[(Propane-1,3-diyl)dioxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-7-methoxy-l1- (tetrahydro-pyran-2-yloxy)- 1,2, 3, 10, 11, IIa-hexahydro-5H-pyrrolo (2, 1-cJ [l, 4] benzodiazepine-5- one] (15a); 1,3-Diiodopropane (66 mg, 0.22 mmol, 0.5 equiv) was added to the mixture of monomer 14 (0.2 g, 0.44 mmol, 1. 0 equiv) and potassium carbonate (0. 98mmol, 2.2 equiv) in dry DMF (30 mL), and the resulting mixture was heated to 90C 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 (SiO2, 50% EtOAc-hexane) to afford the dimerized compound 15a (90 mg, 0.09 mmol, 43% yield, mixture of diastereomers from THP protecting group) as a solid: [a] 20D = +57 (c = 0.14, CHCl3); 1H NMR (CDC13, 400 MHz): 5 1. 20-1. 84 (m, 60H, Boc, THP), 1.91-2. 20 (m, 16H, 1-H, 2-H), 2.34-2. 46 (m, 4H, 13-H), 3.40-3. 74 (m, 16H, 3-H, lla-H, THP), 3.79-3. 99 (m, 16H, 7-OMe, THP), 4.12-4. 30 (m, 8H, 12- H), 4.97-5. 15 (m, 4H, THP), 5.66-5. 75 (d, 2H, 11-H), 5. 77-5.89 (d, 2H, 11-H), 6.55 (s, 2H, 9-H), 6.89 (s, 2H, 9-H), 7.16 (s, 2H, 6- H), 7.20 (s, 2H, 6-H) ; 13C NMR (CDCl3, 400 MHz): 6 19.9, 20.5, 23. 1,23. 2,25. 2,25. 3,28. 1,28. 2,28. 9,29. 0, 29. 1,30. 9,31. 3, 46.3, 56.0, 56.1, 60.0, 60.2, 63.4, 64.5, 65.3, 65.7, 81.0, 81.1, 88. 1,91. 2,95. 7,100. 3,110. 1,110. 8, 114.7, 115.2, 127.5, 129.8, 148.5, 148. 8, 150.0, 155.1, 167.4, 167.6 ; IR (neat): 3426, 2943, 1703, 1643,1604, 1513, 1454,1432, 1326,1270, 1201,1163, 1023cm~ r MS (FAB) m/z (relative intensity) 959 ([M + Na]+., 100), 937 (M 62), 835 (67), 735 (60).
The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.