3-苯基丙酸置于草酰氯体系中,化学反应 2.0H,反应生成 3-苯丙酰氯 参考文献:5-Nitrofuran-2-Ylmethyl Group As A Potential Bioreductively Activated Pro-Drug System 标题:5-Nitrofuran-2-Ylmethyl Group As A Potential Bioreductively Activated Pro-Drug System 摘要:5-取代的异喹啉-1-酮通过对应取代的3-苯基丙烯酰氮化物的一锅式curtius重排和环化合成.异喹啉酮的负离子与苄卤化物(如4-甲氧基苄氯,2-(氯甲基)呋喃和5-硝基-2-(托烯氧基甲基)呋喃)的芳基甲基化专门发生在氮原子上.在强酸性介质中,2-(呋喃-2-基甲基)异喹啉-1-酮的硝化反应反应生成2-(5-硝基呋喃-2-基甲基)异喹啉-1-酮,而在较弱酸性条件下则导致二硝化.3-硼烷基丁酰氮化物的curtius重排与5-硝基呋喃-2-基甲醇捕获反应反应生成5-硝基呋喃-2-基甲基n-(3-硼烷基丙基)氨基甲酸酯.这些抗癌药物的硝基呋喃基甲基衍生物的生物仿生还原触发了母药的释放.因此,这些硝基呋喃在缺氧实体肿瘤中具有作为前药选择性释放治疗药物的潜在应用. DOI:10.1039/a607202J
专利号:US-5861532-A 优先权日:1997-03-04 标 题:Solid-phase synthesis of N-alkyl amides 发明人:BROWN EDWARD G; NUSS JOHN M 权利人:CHIRON CORP 摘要:Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.
专利号:US-5569762-A 优先权日:1994-01-14 标题:Asymmetric synthesis of intermediates for retroviral protease inhibitor compounds 发明人:WISSNER ALLAN; TROVA MICHAEL P 权利人:AMERICAN CYANAMID CO 摘要:The disclosure describes an improved process for producing optically active compounds of Formula II or III, which compounds are useful as intermediates for preparing compounds active as inhibitors of retroviral protease enzymes: ##STR1## wherein R 1 , R 50 and Z are described in the specification. The improved process includes either synthesis of diastereomeric iodolactones which are separated prior to conversion to compounds of Formula II or III or synthesis of an epoxide which is converted directly to compounds of Formula II and III.
专利号:US-6849743-B2 优先权日:1997-08-15 标 题 :Synthesis of clasto-lactacystin β-lactone and analogs thereof 发明人:SOUCY FRANCOIS; FLAMONDON LOUIS; BEHNKE MARK; ROUSH WILLIAM 权利人:MILLENNIUM PHARM INC 摘要:The present invention is directed to an improved synthesis of clasto-lactacystin-β-lactone, and analogs thereof, that proceeds in fewer steps and in much greater overall yield than syntheses described in the prior art. The synthetic pathway relies upon a novel stereospecific synthesis of an oxazoline intermediate and a unique stereoselective addition of a formyl amide to the oxazoline. Also described are novel clasto-lactacystin-β-lactones, and analogs thereof and their use as proteasome inhibitors.
专利号:US-2021130409-A1 优先权日:2017-09-01 标 题 :Method for the Solid-Phase Synthesis of Cyclic Pentapeptides 发明人:ZHENGGUO JIANG; LUCIANO FORNI; ROBERTSON ALAN 权利人:Alsonex Pty Ltd 摘要:A method for the synthesis of a cyclic ornithine-proline-D-cyclohexylalanine-tryptophan-arginine pentapeptide of Formula A; n n n n n n n n n n n n wherein R 1 and R 2 are, independently, —H, or —C(O)R 3 where R 3 is —CH 2 Ph, —CH 2 CH 2 Ph, —CHâ•?CHPh, —C(NHAC)CH 2 Ph;n nthe method comprising the steps of;n nforming a linear proline-D-cyclohexylalanine-tryptophan-arginine-ornithine pentapeptide of Formula B, attached to a polymeric resin;n n n n n n n n n n n n n n n n n wherein R 1 is as for Formula A, RES indicates the polymeric resin, and P 1 and P 2 are protecting groups;n ncyclising the linear pentapeptide of Formula B to form a cyclic pentapeptide of Formula C, attached to the polymeric resin;n n n n n n n n n n n n n n n cleaving the cyclic peptide of Formula C from the resin providing a cleaved cyclic pentapeptide having a free amine group of an ornithine residue;n noptionally substituting the free amine group of the ornithine residue of the cleaved cyclic peptide;n nremoving the protecting groups P 1 and P 2 , to providethe cyclic peptide of Formula A.
专利号:US-5488131-A 优先权日:1994-03-23 标题:Synthesis of compounds with predetermined chirality 发明人:MYERS ANDREW G 权利人:CALIFORNIA INST OF TECHN 摘要:A method for synthesizing enantiomerically enriched chemical intermediates with predetermined chirality is described. The method comprises formation of a pseudoephedrine amide, followed by stereoselective alkylation at the alpha carbon. The chiral auxiliary can then be cleaved off, affording chiral end products useful for further transformations. The enantiomeric enrichment of the chiral end products may exceed 98%, and the chiral auxiliary can be recovered. Novel amides of pseudoephedrine used in this method are also disclosed.
专利号:US-5886104-A 优先权日:1993-06-18 标题 :Grafted cross-linked polyolefin substrates for peptide synthesis and assays 发明人:PEDERSEN WALTHER BATSBERG; ALMDAL KRISTOFFER; WINTHER LARS; BERG ROLF HENRIK 权利人:FORSKNIINGSCENTER RISO 摘要:A solid support for the solid-phase synthesis of peptides or proteins in high yield and in high purity, suited both to the synthesis of a single peptide or protein and to the parallel and substantially simultaneous synthesis of a plurality thereof, is based on a cross-linked polyolefin, especially polyethylene, substrate, the cross-linking having been obtained by irradiation with high energy electrons or γ radiation or treatment with organic peroxide such as benzoyl peroxide, to which substrate are grafted polymer chains such as polystyrene chains which are functionalized with a chemical functionality facilitating the formation of an anchoring linkage between the polymer moiety and another chemical species. The solid support is also suited for use in solid-phase biosystems, notably bioassays, such as immunoassays, DNA hybridization assays or PCR amplification. The grafted chains may bear substituents which are such that the polymer-grafted cross-linked polyolefin substrate is swellable by water or aqueous media, in other words, hydrophilic, which makes the solid support particularly well suited for assays of the ELISA type.
[参考文献]: Richard J Duffy, Et Al. Asymmetric Synthesis, Structure, And Reactivity Of Unexpectedly Stable Spiroepoxy-Beta-Lactones Including Facile Conversion To Tetronic Acids: Application To (+)-Maculalactone A. J Org Chem. 2009 Jul 3;74(13):4772-81.
合成参考文献
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 264. 摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 195. 摘要:Łaźny, R.; Nodzewska, A., Science of Synthesis Knowledge Updates, (2012) 3, 470. 摘要:Anderson, E. A.; Gockel, B., Science of Synthesis Knowledge Updates, (2010) 3, 218. 摘要:Jiang, G.-J.; Wang, Y.; Yu, Z.-X., Science of Synthesis: Stereoselective Synthesis, (2011) 3, 14.