专利号:US-6579725-B1 优先权日:1999-03-05 标题 :Linkers for synthesis of oligosaccharides on solid supports 发明人:SEEBERGER PETER H; ANDRADE RODRIGO B 权利人:MASSACHUSETTS INST TECHNOLOGY 摘要:The present invention relates to versatile linkers for tethering a molecule to a solid support, e.g., for tethering a monomer, oligomer or polymer to a solid support, which are stable to a wide range of reaction conditions, but can be cleaved under well-defined conditions, thereby liberating the molecule from the solid support. Preferably, the linkers are used to tether to the solid support unprotected, partially-protected or fully-protected monosaccharides or oligosaccharides, or unprotected, partially-protected or fully-protected glycoconjugates. The linkers of the present invention may be used to tether to solid supports building blocks useful in the assembly of libraries of other types of small molecules. The present invention also relates to a molecule or plurality of molecules tethered to the solid support via a linker or linkers of the present invention. The present invention also relates to processes for synthesizing molecules, e.g., monomers, oligomers or polymers, on a solid support, wherein a starting material in the synthesis of the molecule, intermediates in the synthesis of the molecule, and the molecule itself are tethered to the solid support during the process via one of the linkers of the present invention. In certain processes of the present invention, the molecule is liberated from the solid support by cleavage of the linker of the present invention.
专利号:US-7102023-B2 优先权日:1999-11-24 标 题:Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries 发明人:BUCHWALD STEPHEN L; PLANTE OBADIAH J; SEEBERGER PETER H 权利人:MASSACHUSETTS INST TECHNOLOGY 摘要:One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.
专利号:US-2024317784-A1 优先权日:2021-07-13 标题 :Process for the synthesis of 4-((r)-2-{[6-((s)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester 发明人:BLUMER NICOLE; CLAVEAU ROMAIN; FEYEN FABIAN; HALL LEANNE; HUGHES STEPHEN; REBER STEFAN 权利人:VIATRIS ASIA PACIFIC PTE LTD 摘要:The present invention relates to a process for the synthesis of 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester, or of a hydrochloride salt thereof; and to a crystalline form of 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester hydrochloride.
专利号:US-2003083352-A1 优先权日:2000-07-31 标 题 :Synthesis of imidazole intermediates 发明人:HELAL CHRISTOPHER J 权利人:PFIZER 摘要:The invention provides a method for synthesis of compounds of formula n n n wherein R 1 and R 19 are as defined. Compounds of formula 12 are useful as intermediates for synthesizing compounds having pharmacological activity inhibiting cdk5, cdk2, and GSK-3.
专利号:US-7148356-B2 优先权日:2001-07-13 标题:Process for the catalytic synthesis of biaryls and polymers from aryl compounds 发明人:SMITH III MILTON R; MALECZKA ROBERT E 权利人:UNIV MICHIGAN STATE 摘要:A process for producing organic substituted aromatic or heteroaromatic compounds including biaryl and biheteroaryl compounds in a two-step reaction. In the first step, the aromatic or heteroaromatic compound is borylated in a reaction comprising a borane or diborane reagent (any boron reagent where the boron reagent contains a B—H, B—B or B—Si bond) and an iridium or rhodium catalytic complex. In the second step, a metal catalyst catalyzes the formation of the organic substituted aromatic or heteroaromatic compound from the borylated compound and an electrophile such as an aryl or organic halide, triflate (OSO 2 CF 3 ), or nonaflate (OSO 2 C 4 F 9 ). The steps in the process can be performed in a single reaction vessel or in separate reaction vessels. The present invention also provides a process for synthesis of complex polyphenylenes starting from halogenated aromatic compounds.
专利号:US-RE41366-E 优先权日:2001-06-15 标 题 :Total synthesis of galanthamine, analogues and derivatives thereof 发明人:THAL CLAUDE; GUILLOU CATHERINE; BEUNARD JEAN-LUC; GRAS EMMANUEL; POTIER PIERRE 权利人:CT NAT DEL LA RECH SCIENT CNRS 摘要:The invention relates to a method for the synthesis of galanthamine, the derivatives and analogues thereof of formula (1) where R 1 =a hydrogen atom, R 2 =a hydroxy group, R 1 and R 2 together form â•?O, R 3 , R 4 , and R 5 independently=a hydrogen atom, a hydroxy group or a (C 1 -C 2 )alkoxy group, R 6 â•?H, (C 1 -C 12 )alkyl, (CH 2 ) n NR 7 R 8 , or —(CH 2 ) n N + R 7 R 8 R 9 where n=1 to 12, Z=two hydrogen atoms, or an oxygen atom and X=an oxygen, sulphur or nitrogen atom, or a —SO, —SO 2 , or —NR 6 group where R 6 is as defined above or is an amine protecting group.
1: Chauhan IS, SubbaRao G, Shankar J, Chauhan LKS, Kapadia GJ, Singh N. Chemoprevention of Leishmaniasis: In vitro antiparasitic activity of dibenzalacetone, a synthetic curcumin analog leads to apoptotic cell death in Leishmania donovani. Parasitol Int. 2018 Jun 15. pii: S1383-5769(18)30035-7. doi: 10.1016/j.parint.2018.06.004. [Epub ahead of print] doi: 10.1016/j.exppara.2017.02.006. Epub 2017 Feb 7. 4: Sedighi V, Azerang P, Sardari S. Antimycobacterial evaluation of novel [4,5-dihydro-1H-pyrazole-1-carbonyl]pyridine derivatives synthesized by microwave-mediated Michael addition. Drug Test Anal. 2015 Jun;7(6):550-4. doi: 10.1002/dta.1712. Epub 2014 Sep 14. doi: 10.1007/s13361-013-0785-8. Epub 2014 Jan 11. 6: Ud Din Z, Fill TP, de Assis FF, Lazarin-Bidóia D, Kaplum V, Garcia FP, Nakamura CV, de Oliveira KT, Rodrigues-Filho E. Unsymmetrical 1,5-diaryl-3-oxo-1,4-pentadienyls and their evaluation as antiparasitic agents. Bioorg Med Chem. 2014 Feb 1;22(3):1121-7. doi: 10.1016/j.bmc.2013.12.020. Epub 2013 Dec 23. doi: 10.1016/j.oraloncology.2013.11.006. Epub 2013 Dec 3. doi: 10.1021/ja403259c. Epub 2013 May 23. doi: 10.1002/chem.201203691. Epub 2013 Mar 11. doi: 10.1111/odi.12062. Epub 2013 Jan 11. doi: 10.3109/10715762.2011.653966. Epub 2012 Feb 6. doi: 10.1016/j.bcp.2011.09.001. Epub 2011 Sep 8. Retraction in: Biochem Pharmacol. 2016 Feb 15;102:144.
合成参考文献
摘要:Schafer, E. W., Jr., and W. A. Bowles Jr. 1985. Acute oral toxicity and repellency of 933 chemicals to house and deer mice. Archives of Environmental Contamination and Toxicology 14:111-129. 参考文献:10.1021/ol025640g 摘要:Söderberg BC, Wallace JM, Tamariz J. A novel palladium-catalyzed synthesis of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalinones. Org Lett. 2002 Apr 18;4(8):1339–42. doi: 10.1021/ol025640g. 参考文献:10.1021/la060426c 摘要:Liu D, Gugliotti LA, Wu T, Dolska M, Tkachenko AG, Shipton MK, Eaton BE, Feldheim DL. RNA-mediated synthesis of palladium nanoparticles on Au surfaces. Langmuir. 2006 Jun 20;22(13):5862–6. doi: 10.1021/la060426c. 参考文献:10.1021/tx050296s 摘要:Takamura-Enya T, Ishikawa S, Mochizuki M, Wakabayashi K. Chemical synthesis of 2'-deoxyguanosine-C8 adducts with heterocyclic amines: an application to synthesis of oligonucleotides site-specifically adducted with 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine. Chem Res Toxicol. 2006 Jun;19(6):770–8. doi: 10.1021/tx050296s. 参考文献:10.1124/mol.62.2.351 摘要:Mullally JE, Fitzpatrick FA. Pharmacophore model for novel inhibitors of ubiquitin isopeptidases that induce p53-independent cell death. Mol Pharmacol. 2002 Aug;62(2):351–8. doi: 10.1124/mol.62.2.351.