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Wysłany: Pią 11:43, 11 Lut 2011 Temat postu: The structure of chiral side chains containing 1,5 |
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The structure of chiral side chains containing 1,[link widoczny dla zalogowanych],5 - octane synthesis of nitrogen ring
53.6,69.7,74.9,1268,127.8,128.9,1424,167.0; IR (thin film): 1662,1493,1454,1352,1156,981,760,701 Clrll; hiSm / z (%): 432 (M, 5), 286 (3), 272 (100), 229 (14), 203 (41), 125 (87); An and 1. ca-cldfor (H32N402: C72.19, H746, Nl295; fom ~ dC72.39, H732, N12.8O. 13.4 Ⅳ, Nr_ = [(S) -4. oxazoline benzyl-2 Hey,[link widoczny dla zalogowanych], a methylene ] One or two nitrogen ring 1,5-octane (1d) of crude product by silica gel column chromatography, a dichloromethane methanol (10:1, V: V), the solvent was distilled to a colorless oily substance, yield 75% .: n A 47.7 (c852, CH ~); H (1,) _CI2NMRCDC15006: 1.68 ~ 1.69 (in, 4H, C-C a C), 266 ~ 2.69 (113,2 H, n Canton C), 2.85 ~ 2.89 (m, 8H, N-CH2 of a C), 3.06 ~ 3.09 (113,2 H, Ph__CH2l), 3.39 (4H, s,-CH- C0), 3.98 ~ 4.01 (113,2 H, o_ a CH2), 4.19 ~ 4.23 (m, 2H, 【Bu b),[link widoczny dla zalogowanych], 4.36 ~ 4.40 (m, 2H, N-cH_C), 7.18 ~ 7.31 (113,10 H, Ph); CNMR (CDCl, 5O0M) a: 265,41.9,526,[link widoczny dla zalogowanych],53.6,67.3,71.9,126. 8,128.8,129.5,1380,[link widoczny dla zalogowanych],166.0; IRt thin film) v: 1664,1496,1454,1358,1157,978,702 cm one. ; MSm / z (%): 461 (M4-1, 19), 441t6), 286 (78), 217 (34), 125 (68), 84 (100); A. eaeldforc28H36N4: C73.01, H788, N12.16: foundC72.79, H7.95. Results and discussion N12.222 Ⅱ an amino alcohol a-RCH (NH2) CHzOH] has two reaction centers: amino (XH2) and hydroxyl (OH), the two centers can occur with the original condensation reaction of ethyl chloroacetate three compounds obtained from experiments can be speculated that activity should be greater than N-hydroxy, the reaction may be carried out by the intermediate 3, if the hydroxyl coordination (or continue) the condensation reaction, we can form a stable oxazoline ring of sets things whispered 2e ~ 2d, if not, generate another stable Aging station chain amide materials 2a ~ 2b (Schet Ⅱ e2) l, 5. Octane and nitrous chiral ring of a 2d side chain reaction of 2a, cyclic amines and alkyl halides are nucleophilic substitution reaction Q; it for the synthesis of chiral amines of similar units with material provides an effective way l160 【) L} 1 = L1 【1] t (】 【, Ilk 【organic ReferencesandnoteslMartet1.AE; Memf, R 』Chem .. (? hem.Corn1 Emily .15212 ~ mura.E: Kuike, TConwtwrg. ~ Cheol199l ,, 2853faMatsui, r.; Koga.K.Tegrahedror, 1978.15fb) ltaw ~ ard.RC; Oregon.CH; Witham, cH 』Chem, perkin1976.2413 (c) Laidler, D.A: StoddartJF.Chem.Cmc . w Ⅲ m1.14McKennon, MJ.; Meters, AI.Cheat199358.3 Lake 5Buble, E.I.; Moore, AMWi ~ loge, F + CChemS1, 29.656Hi ~ tem.Jtt: Donnan.1C 』OC / ~ an1962. 27241O7Chadch.DJ.; Clm.1A; sutherlarK1.IA, Ct ~ 'nPerkn Ⅲ l9s4, 17 [Ji fY0104051s Bu Ⅱ C: FYYRt ● L a H, + a
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