5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite | 129446-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite
• 英文别名: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-methylphosphanyl]oxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 129446-28-2
• 化学式: C₃₈H₄₈N₃O₇P
• 分子量: 689.789
• InChiKey: VWSNRSNBUDOZEA-KBUNAWGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite 在 sulfur 作用下， 生成 5'-O-(dimethoxytrityl)thymidine 3'-O-(2''-cyanoethylmethylphosphonothioate)
  参考文献：
  名称：

  Caruthers, Marvin H.; Brill, Wolfgang; Dellinger, Douglas J., Phosphorus and Sulfur and the Related Elements, 1987, vol. 30, p. 549 - 554

  摘要：

  DOI：
• 作为产物：
  描述：

  1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-pyren-1-yl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 生成 5'-dimethoxytritylthymidine-3'-diisopropylaminomethylphosphonoamidite
  参考文献：
  名称：

  1,1-Bis-(4- ethoxyphenyl)-1′-pyrenyl ethyl (bmpm): a new fluorescent 5′ protecting group for the purification of unmodified and modified oligonucleotides

  摘要：

  DOI：

  10.1016/s0040-4039(00)95616-8

文献信息

• Synthesis of alkylphosphon(othio)ate analogues of DNA
  作者：J.C.P.F Roelen、H van den Elst、C.E Dreef、G.A van der Marel、J.H van Boom

  DOI：10.1016/s0040-4039(00)74210-9

  日期：1992.4

  Easily accessible bis(diisopropylamino)alkylphosphines (alkyl is methyl, n-butyl or n-octyl) are convenient reagents for the synthesis of DNA fragments having an alkylphosphonate or alkylphosphonothioate linkage at a predetermined site in solution and on solid support.

  易于获得的双（二异丙基氨基）烷基膦（烷基是甲基，正丁基或正辛基）是用于合成在溶液中和固相支持体上的预定位点具有烷基膦酸酯或烷基硫代磷酸酯键的DNA片段的方便试剂。
• [EN] PHOSPHORAMIDITE SYNTHESIS ON-DEMAND<br/>[FR] SYNTHÈSE DE PHOSPHORAMIDITE À LA DEMANDE
  申请人：UNIV AARHUS

  公开号：WO2022013393A1

  公开（公告）日：2022-01-20

  A process for synthesizing phosphoramidites by immobilizing a phosphitylating agent on an activated resin to create a loaded resin and then bringing the loaded resin into contact with a suitable substrate. The phosphoramidites are synthesized within minutes from applying the starting materials. Thus, the process makes it possible to create specific phosphoramidites on-demand as they are needed in further applications. The substrates to be applied are mostly nucleosides, thus to create nucleoside phosphoramidites for subsequent oligonucleotide synthesis.

  一种合成磷酰胺酯的过程，通过将磷酰化剂固定在活化树脂上形成负载树脂，然后将负载树脂与合适的基质接触。磷酰胺酯从施加起始物质开始在几分钟内合成。因此，该过程使得可以根据需要在进一步应用中制备特定的磷酰胺酯成为可能。待应用的基质主要是核苷酸，因此可用于后续寡核苷酸合成的核苷酸磷酰胺酯。
• Oligodeoxynucleoside methylphosphonates: synthesis and enzymic degradation
  作者：Sudhir Agrawal、John Goodchild

  DOI：10.1016/s0040-4039(00)95529-1

  日期：1987.1
• A new DMAP-catalyzed phosphonamidite coupling reaction for synthesis of oligonucleotide methylphosphonate derivatives
  作者：Alexander V. Lebedev、George R. Wenzinger、Eric Wickstrom

  DOI：10.1016/s0040-4039(00)94645-8

  日期：1990.1
• N,N-diisopropyl-O-P-nitrophenyl-P-methylphosphonoamidite: novel difunctional PIII reagent in oligonucleoside methylphosphonate synthesis containing 4-nitrophenoxy group
  作者：Jan Heliński、Wojciech Da̧bkowski、Jan Michalski

  DOI：10.1016/s0040-4039(00)93513-5

  日期：1991.9

  First example of the P(III) coupling reagent containing 4-nitrophenoxy group is described. Its usefulness is demonstrated by synthesis of dinucleoside methylphosphonate and methylthiophosphonate.