N-[9-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide | 199601-35-9

• 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: N-[9-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide
• 英文别名: N2-Isobutyryl-9-(b-d-arabinofuranosyl)guanine；N-[9-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
• CAS: 199601-35-9
• 化学式: C₁₄H₁₉N₅O₆
• 分子量: 353.335
• InChiKey: OXTYJSXVUGJSGM-LJUQJJLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  158
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-[9-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide 在 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 sodium hydroxide 、 Dowex-50 、 四丁基氟化铵 、 对甲苯磺酸 、 氟化氢吡啶 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2'-脱氧-2'-氟鸟苷
  参考文献：
  名称：

  An Efficient and Scalable Synthesis of Arabinosylguanine and 2′-Deoxy-2′-Fluoro-guanosine

  摘要：

  An efficient conversion from commercially available 2,6-diaminopurine-2',3',5'-tri-O-benzyl arabinoside to arabinosylguanine and its further transformation to 2'-deoxy-2'-fluoro-guanosine is outlined. This process has been used to produce more than one hundred grams of final product.

  DOI：

  10.1080/07328319708006246
• 作为产物：
  描述：

  9-beta-D-呋喃阿拉伯糖基-2,6-二氨基嘌呤 在 吡啶 、 ammonium hydroxide 、 三甲基氯硅烷 、 adenosine deaminase 作用下， 反应 72.0h， 生成 N-[9-((2R,3S,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide
  参考文献：
  名称：

  An Efficient and Scalable Synthesis of Arabinosylguanine and 2′-Deoxy-2′-Fluoro-guanosine

  摘要：

  An efficient conversion from commercially available 2,6-diaminopurine-2',3',5'-tri-O-benzyl arabinoside to arabinosylguanine and its further transformation to 2'-deoxy-2'-fluoro-guanosine is outlined. This process has been used to produce more than one hundred grams of final product.

  DOI：

  10.1080/07328319708006246

文献信息

• [EN] SYNTHESIS OF 3'N NUCLEOSIDES THROUGH OXIME INTERMEDIATES AND RELATED COMPOUNDS<br/>[FR] SYNTHÈSE DE 3'N NUCLÉOSIDES AU MOYEN D'INTERMÉDIAIRES D'OXIME ET DE COMPOSÉS APPARENTÉS
  申请人：JANSSEN BIOPHARMA INC

  公开号：WO2021186328A1

  公开（公告）日：2021-09-23

  Provided herein are novel synthetic routes to amines through an oxime intermediate, e.g., 3'-N nucleosides and novel and intermediate compounds produced during these synthetic procedures.

  本文提供了一种通过肟中间体合成胺类化合物的新颖方法，例如3'-N核苷和在这些合成过程中产生的新颖和中间化合物。
• METHODS FOR SYNTHESIZING NUCLEOSIDES, NUCLEOSIDE DERIVATIVES AND NON-NUCLEOSIDE DERIVATIVES
  申请人：RIBOZYME PHARMACEUTICALS, INC.

  公开号：EP1313752A2

  公开（公告）日：2003-05-28
• COMPOSITION OF ANTIBODY CONSTRUCT-AGONIST CONJUGATES AND METHODS OF USE THEREOF
  申请人：Opi Vi- IP Holdco LLC

  公开号：EP3386536A2

  公开（公告）日：2018-10-17
• COMPOSITIONS OF ANTIBODY CONSTRUCT-AGONIST CONJUGATES AND METHODS OF USE THEREOF
  申请人：OPI VI - IP HoldCo LLC

  公开号：US20170298139A1

  公开（公告）日：2017-10-19

  Various antibody construct compositions are disclosed. The compositions of antibody construct-immune stimulatory compound conjugates are also provided. Additionally provided are the methods of preparation and used of the antibody construct-immune stimulatory compound conjugates. This includes methods for treating disorders, such as cancer. A genus of STING agonist compounds and method of synthesis is also disclosed.
• [EN] METHODS FOR SYNTHESIZING NUCLEOSIDES, NUCLEOSIDE DERIVATIVES AND NON-NUCLEOSIDE DERIVATIVES<br/>[FR] PROCEDE DE SYNTHESE DE NUCLEOSIDES, DE NUCLEOSIDES EN DERIVANT, ET DE LEURS DERIVES NON NUCLEOSIDES
  申请人：RIBOZYME PHARM INC

  公开号：WO2002018405A2

  公开（公告）日：2002-03-07

  The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2'-amino, 2'-N-phthaloyl, 2'-O-methyl, 2'-O-silyl, 2'-OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.