CAS: 40615-39-2; 1-((2R,4S,5R)-5-((Bis(4-Methoxyphenyl)(Phenyl)Methoxy)Methyl)-4-Hydroxytetrahydrofuran-2-yl)-5-Methylpyrimidine-2,4(1H,3H)-Dione

该化合物是被保护的核糖激素派衍生物,广泛用于核酸核酸核糖核酸合成. 5 ' 氢氧基位置的4,4 ' 甲基氧基(DMT)组提供选择性保护,允许在固相合成过程中将DNA或RNA片段有控制地延长. 这种复合体在有机溶剂中表现出高溶性,有利于高效的组合反应. 酸实验室DMT组允许轻微地降低保护性条件,最大限度地减少侧反应,并保护寡核酸核酸链的完整性. 它在标准合成条件下的稳定可以确保自动合成器的可靠性能. 该产品在生产用于研究,诊断和治疗用途的经改良的核糖核糖核酸剂方面特别有用,因为精确的序列控制至关重要.

结构式图片

相似化合物

23669-79-6 55612-11-8 74405-40-6

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号40615-36-9 4,4'-二甲氧基三苯基氯甲烷 | CAS号50-89-5 beta-胸苷 | CAS号110-86-1 吡啶 | CAS号817623-11-3 5'-DMTr-2,2'-an... | CAS号1355647-83-4 (2R,3S,5R)-2-((... | CAS号3868-27-7 [5'-O-(4,4'-dim... | CAS号289712-59-0 (2R,3S,5R)-2-((... | CAS号40615-35-8 二(4-甲氧基苯基)(苯基)甲醇 | CAS号144822-48-0 1-[5-O-[二(4-甲氧基... | CAS号69256-17-3 2'-氟-5-甲基阿拉伯糖基尿嘧啶 | CAS号142409-74-3 s4-(2-cyanoethy... | CAS号50-89-5 beta-胸苷 | CAS号25526-93-6 阿洛夫定 | CAS号98796-51-1 DMT-dT亚磷酰胺单体 | CAS号74405-40-6 5'-O-(4,4'-二甲氧基... | CAS号35002-94-9 thymidylyl-(3'-... | CAS号130277-32-6 1,4-脱水-2-脱氧-3-O... | CAS号191474-13-2 5-O-(4,4-二甲氧基三苯... | CAS号104579-03-5 5'-O-DMT-N4-Bz-... | CAS号176755-83-2 5'-O-[双(4-甲氧基苯基...

合成工艺路线路线简述

  • 合成目标产物 5'-O-Dimethoxytrityl-Deoxythymidine 主要起始原料 4,4'-Dimethoxytrityl Chloride And Thymidine
  • (文献来源)合成步骤主要原料 4,4'-Dimethoxytrityl Chloride 和 Thymidine
三氯化苄置于aluminum (Iii) Chloride体系中,用 二氯甲烷 作为反应溶剂,化学反应 5.5H,反应生成 保护胸苷
参考文献:可再生的amberlyst-15催化糖基二醇的高度区域选择性三苯甲基化和脱保护
标题:可再生的amberlyst-15催化糖基二醇的高度区域选择性三苯甲基化和脱保护
摘要:摘要在4,4'-二甲氧基三苯甲基醇(dmtroh)的温和条件下,Amberlyst-15催化了糖基二醇的高区域选择性三苯甲基化反应.通过向质子溶剂的变化也建立了相应的dmtr基团的脱保护.同时,均相催化剂amberlyst-15循环使用了3次,保持了令人满意的催化活性,证明了其在工业中的潜在应用.
DOI:10.1080/07328303.2018.1487974

海关参考信息

专利信息


专利号:US-7786296-B2
优先权日:2004-02-25
标题:Silyl linker for solid-phase synthesis of nucleic acid
发明人:SEKINE MITSUO; SEIO KOHJI; OHKUBO AKIHIRO
权利人:JAPAN SCIENCE & TECH AGENCY
摘要:The purpose of the invention is to develop a silyl linker that can be efficiently introduced on a solid-phase support used for the synthesis of nucleic acid oligomers such as DNA. The present invention relates to a silyl linker for use in the solid-phase synthesis of nucleic acid, comprised of a compound of the general formula or its ester or salt:n nH—(R1)Si(R2)-(C 6 H 4 )—CONH-(A)-COOH  (I)n nwherein each of R1 and R2 is an alkyl or aryl group, and (A) represents a spacer moiety; a 3′-end nucleoside unit having said compound linked via an oxygen atom to the 3-position of a sugar of the nucleoside or its derivative, a solid-phase support having the 3′-end nucleoside unit, and a method for synthesis of nucleic acid oligomer with the use of said solid-phase support.

专利号:US-10730904-B2
优先权日:2012-11-14
标 题:Method for liquid-phase synthesis of nucleic acid
发明人:NONOGAWA MITSURU; NAGATA TOSHIAKI; SAITO HIDEKI; YASUMA TSUNEO
权利人:TAKEDA PHARMACEUTICALS CO
摘要:In this method, an oligonucleotide represented by formula (II) [wherein Y 1 , Q, Base, r and r′ are each as defined in claim 1 ] is prepared by using, as a synthesis unit, a novel nucleoside monomer compound represented by formula (I) [wherein X, R 1 , Y, Base, Z, Ar, R 2 , R 3 and n are each as defined in claim 1 ]. The novel nucleoside monomer compound is a nucleoside, the base moiety of which is substituted with an aromatic-hydrocarbon-ring-carbonyl or -thiocarbonyl group having at least one hydrophobic group. The method can dispense with column-chromatographic purification in every reaction, and enables base elongation not only in the 3′-direction but also in the 5′-direction, thus attaining efficient liquid-phase mass synthesis of an oligonucleotide.

专利号:US-6891033-B2
优先权日:2001-01-31
标题:Labelling compounds for the simple synthesis of 3'-[18F]fluoro-3'-deoxythymidine and a method for the production thereof
发明人:MARTIN STEFAN JOHANNES; EISENBARTH JOSEPH ANTONIUS MAR; WAGNER-UTERMANN ULRIKE; EISENHUT MICHAEL; MIER WALTER
权利人:DEUTSCHES KREBSFORSCH
摘要:The application relates to compounds that are suitable as labelable precursors for synthesis of 3′-[ 18 F]fluoro-3′-deoxythymidine and that have formula (1), n n nin whichn R denotes triphenylmethyl, triphenylmethyl substituted in the phenyl group, trialkylmethyl, triphenylsilyl, triphenylsilyl substituted in the phenyl group, or trialkylsilyl, R′ denotes R 1 —SO 2 , where R 1 is an unsubstituted or substituted C 1 to C 5 alkyl or an unsubstituted or substituted phenyl, and R″ denotes C 2 to C 10 alkyloxycarbonyl, with the exception of 3-N-Boc-1-(3-O-nosyl-5-O-trityl-2-deoxy-β-D-lyxofuranosy nn The application also relates to a method for preparation of these compounds and to the use of the same for synthesis of 3′-[ 18 F]fluoro-3′-deoxythymidine.

专利号:US-2006154256-A1
优先权日:2001-10-25
标 题:Method for covalently attaching nucleosides and/or nucleotides on surfaces and method for determining coupling yields in the synthesis of nucleotides
发明人:STENGELE KLAUS-PETER; KVASSIOUK EVGUENI
权利人:STENGELE KLAUS-PETER; KVASSIOUK EVGUENI
摘要:The present invention relates to a method for covalently attaching nucleosides and/or nucleotides on surfaces having reactive functional groups, where in a first step, the reactive functional groups are made to react with suitable derivatized nucleosides and/or nucleotides, and in a second step, they are converted with a protecting group reagent, so that a reaction product of the consecutive reaction interacts with electromagnetic radiation such that it can be quantitatively determined. The invention also relates to a method for determining the repetitive coupling yields in the synthesis of nucleotides where the free 3′ or 5′ hydroxy group of a selected nucleoside and/or nucleotide is converted with a compound of formula (I) n n nwhere L is a common suitable leaving group, the motif O—PX represents a phosphor amidite, a H-phosphonate a phosphonic acid ester, a phosphotriester, Yâ•?O or S, N is a nucleoside or a nucleotide derivative which subsequently reacts further with a protecting group reagent and the elimination of the leaving group (L), which is subsequently further eliminated. The quantity of the leaving group (L) eliminated in step b) is quantitatively determined in the form of its anion (L − ) by means of otical spectroscopy.

专利号:US-2025282813-A1
优先权日:2021-04-09
标 题 :Pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates
发明人:OKADA YOHEI; SUZUKI HIDEAKI; LUTHER ANATOL
权利人:BACHEM HOLDING AG
摘要:A novel pseudo solid phase protecting group and methods for the synthesis of oligonucleotides and oligonucleotide conjugates are provided. The pseudo solid phase protecting group is represented by formula II wherein: * indicates the point of attachment to an oxygen atom of a hydroxyl moiety of the nucleoside, the nucleotide, the oligonucleotide, or of the conjugate of a nucleoside, a nucleotide or an oligonucleotide to be protected; c is 0 or 1; a is an integer of 1 to 12; R3 is H; R5 is O—R6 or H, where R6 is a C8-C40 aliphatic hydrocarbon group; each of R4 is independently O—R6, where R6 is at each occurrence independently a C8-C40 aliphatic hydrocarbon group; b is 1 to 3; with the proviso that if b is 1, at least one of R3 and R5 is not H; and with the further proviso that the sum of all carbon atoms contained in the R3, R4, and R5 moieties present is larger than 23 and smaller than 200.

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.
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主要参考文献

[参考文献]: Lars Holmberg. Method And Means For Oligonucleotide Synthesis. Wo1992009615A1.
[参考文献]: A Elmblad, Et Al. Synthesis Of Mixed Oligodeoxyribonucleotides Following The Solid Phase Method. Nucleic Acids Res. 1982 May 25;10(10):3291-301.
[参考文献]: A Guzaev, Et Al. Synthesis Of 14 C-Radiolabeled Oligonucleotides With A Novel Phosphoramidite Reagent. Bioorg Med Chem Lett. 1998 May 5;8(9):1123-6.
[参考文献]: K Miyoshi, Et Al. Solid-Phase Synthesis Of Polynucleotides. Ii. Synthesis Of Polythymidylic Acids By The Block Coupling Phosphotriester Method. Nucleic Acids Res. 1980 Nov 25;8(22):5473-89.

合成参考文献


摘要:McKenna, C. E.; Kashemirov, B. A.; Błażewska, K. M., Science of Synthesis, (2009) 42, 868.
摘要:McKenna, C. E.; Kashemirov, B. A.; Błażewska, K. M., Science of Synthesis, (2009) 42, 911.
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1007/s00775-006-0152-3
摘要:Yamada Y, Aoki S. Efficient cycloreversion of cis,syn-thymine photodimer by a Zn2+–1,4,7,10-tetraazacyclododecane complex bearing a lumiflavin and tryptophan by chemical reduction and photoreduction of a lumiflavin unit. JBIC Journal of Biological Inorganic Chemistry. 2006 Nov 01;11(8):1007–23. doi: 10.1007/s00775-006-0152-3.
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