2-Amino-6-chlor-9-(β-D-xylofuranosyl)-9H-purin | 34793-10-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2-Amino-6-chlor-9-(β-D-xylofuranosyl)-9H-purin
• 英文别名: 1-(2-amino-6-chloro-purin-9-yl)-β-D-1-deoxy-xylofuranose；2-amino-6-chloro-9-(beta-D-xylofuranosyl)purine；(2R,3R,4R,5R)-2-(2-amino-6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 34793-10-7
• 化学式: C₁₀H₁₂ClN₅O₄
• 分子量: 301.689
• InChiKey: TXWHPSZYRUHEGT-FTWQFJAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-Amino-6-chlor-9-(β-D-xylofuranosyl)-9H-purin 、 disodium;dioxido-oxo-sulfanylidene-λ6-sulfane 生成 2-Amino-6-mercapto-9-(β-D-xylofuranosyl)purine
  参考文献：
  名称：

  JANKOWSKI, ALEKSANDER J.;WISE, DEAN S. (JR);TOWNSEND, LEROY B., NUCLEOSIDES AND NUCLEOTIDES, 8,(1989) N, C. 339-348

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(6-氯-9h-嘌呤-2-基)乙酰胺 、 2,3,5-tri-O-acetyl-beta-D-ribofuranosylpurine 、 氨 在 氯化亚汞 作用下， 以to yield 2-amino-6-chloro-9-(β-D-xylofuranosyl)purine的产率得到2-Amino-6-chlor-9-(β-D-xylofuranosyl)-9H-purin
  参考文献：
  名称：

  Heteroatomic oligonucleoside linkages

  摘要：

  提供了具有改进核酸酶抗性的寡核苷酸模拟大分子。用四个原子连接基取代天然寡核苷酸中的正常磷酸二酯间糖连接，提供了独特的化合物，可用于调节RNA表达和治疗。还公开了合成和使用方法。

  公开号：

  US06087482A1

文献信息

• Oligonucleotides having chiral phosphorus linkages
  申请人：——

  公开号：US20010008936A1

  公开（公告）日：2001-07-19

  Sequence-specific oligonucleotides are provided having substantially pure chiral Sp phosphorothioate, chiral Rp phosphorothioate, chiral Sp alkylphosphonate, chiral Rp alkylphosphonate, chiral Sp phosphoamidate, chiral Rp phosphoamidate, chiral Sp phosphotriester, and chiral Rp phosphotriester linkages. The novel oligonucleotides are prepared via a stereospecific SN 2 nucleophilic attack of a phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate anion on the 3′ position of a xylonucleotide. The reaction proceeds via inversion at the 3′ position of the xylo reactant species, resulting in the incorporation of phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate linked ribofuranosyl sugar moieties into the oligonucleotide.

  本发明提供了具有高度纯的手性Sp磷酸硫酯、手性Rp磷酸硫酯、手性Sp烷基膦酸酯、手性Rp烷基膦酸酯、手性Sp磷酰胺酸酯、手性Rp磷酰胺酸酯、手性Sp磷酸三酯和手性Rp磷酸三酯键的序列特异性寡核苷酸。新型寡核苷酸通过对木糖核苷酸的3'位置进行立体特异性的SN2亲核攻击制备而成，反应通过在木糖反应物种的3'位置进行反转，从而将磷酸二酯、磷酸硫酯、磷酸胺酯、磷酸三酯或烷基膦酸酯连接的核糖核苷糖基团并入寡核苷酸中。
• Monomers for preparation of oligonucleotides having chiral phosphorus
  申请人：ISIS Pharmaceuticals

  公开号：US05212295A1

  公开（公告）日：1993-05-18

  Sequence-specific oligonucleotides are provided having substantially pure chiral Sp phosphorothioate, chiral Rp phosphorothioate, chiral Sp alkylphosphonate, chiral Rp alkylphosphonate, chiral Sp phosphoamidate, chiral Rp phosphoamidate, chiral Sp phosphotriester, and chiral Rp phosphotriester linkages. The novel oligonucleotides are prepared via a stereospecific SN.sub.2 nucleophilic attack of a phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate anion on the 3' position of a xylonucleotide. The reaction proceeds via inversion at the 3' position of the xylo reactant species, resulting in the incorporation of phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate linked ribofuranosyl sugar moieties into the oligonucleotide.

  提供具有高度纯度的手性Sp硫代酸酯、手性Rp硫代酸酯、手性Sp烷基膦酸酯、手性Rp烷基膦酸酯、手性Sp磷酰胺酸酯、手性Rp磷酰胺酸酯、手性Sp磷酸三酯和手性Rp磷酸三酯连接的序列特异性寡核苷酸。通过对木糖核苷酸的3'位点进行立体特异性的SN.sub.2亲核攻击，制备了这种新型寡核苷酸。反应通过在木糖反应物种的3'位点发生反转，将磷酸二酯、硫代酸酯、磷酰胺酸酯、磷酸三酯或烷基膦酸酯连接的核糖糖基结构并入寡核苷酸中。
• Process for preparing oligonucleotides having chiral phosphorus linkages
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US05521302A1

  公开（公告）日：1996-05-28

  Sequence-specific oligonucleotides are provided having substantially pure chiral Sp phosphorothioate, chiral Rp phosphorothioate, chiral Sp alkylphosphonate, chiral Rp alkylphosphonate, chiral Sp phosphoamidate, chiral Rp phosphoamidate, chiral Sp phosphotriester, and chiral Rp phosphotriester linkages. The novel oligonucleotides are prepared via a stereospecific SN.sub.2 nucleophilic attack of a phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate anion on the 3' position of a xylonucleotide. The reaction proceeds via inversion at the 3' position of the xylo reactant species, resulting in the incorporation of phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate linked ribofuranosyl sugar moieties into the oligonucleotide.

  提供具有高度纯度的手性Sp磷酸硫酯、手性Rp磷酸硫酯、手性Sp烷基膦酸酯、手性Rp烷基膦酸酯、手性Sp磷酰胺酸酯、手性Rp磷酰胺酸酯、手性Sp磷酸三酯和手性Rp磷酸三酯链的序列特异性寡核苷酸。这些新型寡核苷酸是通过对木糖核苷酸的3'位点进行立体特异性的SN.sub.2亲核攻击来制备的，反应通过在木糖反应物种的3'位点发生反转，将磷酸二酯、磷酸硫酯、磷酰胺酸酯、磷酸三酯或烷基膦酸酯连接的核糖核苷糖基团并入寡核苷酸中。
• Nucleotides having chiral phosphorus linkages
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06500945B2

  公开（公告）日：2002-12-31

  Sequence-specific oligonucleotides are provided having substantially pure chiral Sp phosphorothioate, chiral Rp phosphorothioate, chiral Sp alkylphosphonate, chiral Rp alkylphosphonate, chiral Sp phosphoamidate, chiral Rp phosphoamidate, chiral Sp phosphotriester, and chiral Rp phosphotriester linkages. The novel oligonucleotides are prepared via a stereospecific SN2 nucleophilic attack of a phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate anion on the 3′ position of a xylonucleotide. The reaction proceeds via inversion at the 3′ position of the xylo reactant species, resulting in the incorporation of phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate linked ribofuranosyl sugar moieties into the oligonucleotide.

  提供了具有高度纯度的手性Sp硫代酸酯、手性Rp硫代酸酯、手性Sp烷基膦酸酯、手性Rp烷基膦酸酯、手性Sp磷酰胺酸酯、手性Rp磷酰胺酸酯、手性Sp磷酸三酯和手性Rp磷酸三酯键的序列特异性寡核苷酸。通过对木糖核苷酸的3'位点进行立体特异性的SN2亲核攻击，制备了这种新型寡核苷酸。反应通过对木糖反应物种的3'位点的倒位进行，将磷酸二酯、硫代酸酯、磷酰胺酸酯、磷酸三酯或烷基膦酸酯连接的核糖苷糖基团并入寡核苷酸中。
• OLIGONUCLEOTIDES HAVING CHIRAL PHOSPHORUS LINKAGES
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP0655088B1

  公开（公告）日：2002-07-24