5,6-二氢-5-三氟甲基尿嘧啶置于copper(Ll) Bromide体系中,用 溶剂黄146,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 14.0H,以82%的收率获得产物5-三氟甲基尿嘧啶 参考文献:A Facile Conversion Of 5-Trifluoromethyl-5,6-Dihydrouracils To 5-Trifluoromethyluracils 标题:A Facile Conversion Of 5-Trifluoromethyl-5,6-Dihydrouracils To 5-Trifluoromethyluracils 摘要:在二甲基甲酰胺/水或二甲基甲酰胺/乙酸中,5-三氟甲基-5,6-二氢尿嘧啶与溴化铜(II)反应,直接转化为相应的 5-三氟甲基尿嘧啶,收率非常好至极佳. DOI:10.1246/cl.1984.1595
专利号:US-2015239796-A1 优先权日:2014-02-19 标题:One pot synthesis of 18f labeledtrifluoromethylated compounds with difluoro(iodo)methane 发明人:RüHL THOMAS; RISS PATRICK; RAFIQUE WAQAS 权利人:UNIV OSLO 摘要:The present invention relates to compositions and methods for the synthesis of 18 F labeled compounds. In particular, the present invention relates to a copper (I) mediated one pot method for 18 F-trifluoromethylation of aromatic- or heteroaromatic halides with difluoro(iodo)methane (e.g., for use at PET imaging agents).
专利号:US-2014135497-A1 优先权日:2012-11-13 标题 :Synthesis of 2,4-dichloro-5-trifluoromethyl-pyrimidine 发明人:LIU LI; AKALAY DENIZ; DONG WEITONG; FENG JIANQING; HEMP CHRISTIAN WOLFGANG; LU JUN; XIE LE; YANG JINSONG 权利人:LIU LI; AKALAY DENIZ; DONG WEITONG; FENG JIANQING; HEMP CHRISTIAN WOLFGANG; LU JUN; XIE LE; YANG JINSONG; BOEHRINGER INGELHEIM INT 摘要:This invention relates to a novel method for the synthesis of 2,4-dichloro-5-trifluoromethyl-pyrimidine useful as intermediate in the manufacture of pharmaceutically active ingredients.
专利号:US-2023212204-A1 优先权日:2020-01-16 标题:Reagents and their use for modular enantiodivergent synthesis of c-p bonds 发明人:XU DONGMIN; RIVAS-BASCÓN NAZARET; KNOUSE KYLE W; PADIAL NATALIA; ZHENG BIN; VANTOUROUT JULIEN; SCHMIDT MICHAEL; EASTGATE MARTIN D; BARAN PHI 权利人:BRISTOL MYERS SQUIBB CO; SCRIPPS RESEARCH INST 摘要:The disclosure describes chiral P(V)-based reagents and their uses for the modular, scalable, and stereospecific synthesis of chiral phosphines, phosphine oxides and particular oligonucleotides.
专利号:US-6624294-B2 优先权日:1999-01-08 标 题:Regioselective synthesis of 2′-O-modified nucleosides 发明人:KAWASAKI ANDREW M; FRASER ALLISTER S; MANOHARAN MUTHIAH; COOK P DAN; PRAKASH THAZHA P 权利人:ISIS PHARMACEUTICALS INC 摘要:Methods for the regioselective alkylation at the 2'-hydroxy position over the 3'-hydroxy position of nucleosides and nucleoside analogs, forming 2'-O-ester modified compounds, are disclosed. Reduction and derivatization of the 2'-O-ester provides 2'-O-modified nucleosides and nucleoside analogs useful for the synthesis of oligomeric compounds having improved hybridization affinity and nuclease resistance.
专利号:US-4849513-A 优先权日:1983-12-20 标 题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups 发明人:SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J 权利人:CALIFORNIA INST OF TECHN 摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.
专利号:US-5118802-A 优先权日:1983-12-20 标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside 发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J 权利人:CALIFORNIA INST OF TECHN 摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.
[参考文献]: Car Crak, Et Al. Molecular Structure And Effects Of Intermolecular Hydrogen Bonding On The Vibrational Spectrum Of Trifluorothymine, An Antitumor And Antiviral Agent. J Mol Model. 2012 Sep;18(9):4453-64. [参考文献]: R Pouremad, Et Al. Quantitative 19F Nmr Study Of Trifluorothymidine Metabolism In Rat Brain. Nmr Biomed. 1999 Oct;12(6):373-80.
合成参考文献
摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 349. 摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 303. 摘要:H. Gottschling and C. Heidelberger, J. Mol.Biol. 7, 541 (1953). 参考文献:10.1007/bf00689963 摘要:Takeda S, Wierzba K, Yamashita J, Matsumoto H, Satake H, Yamada Y, Unemi N, Wataya Y, Hayatsu H. Potentiation of the antitumor activity of 5-trifluoromethyl-2'-deoxyuridine by the use of depot forms of the parent compound. Cancer Chemother Pharmacol. 1992;30(5):360–4. doi: 10.1007/bf00689963.