2'-O-nonyluridine | 160527-07-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2'-O-nonyluridine
• 英文别名: 1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-nonoxyoxolan-2-yl]pyrimidine-2,4-dione
• CAS: 160527-07-1
• 化学式: C₁₈H₃₀N₂O₆
• 分子量: 370.446
• InChiKey: CWOXDSCIQCHWHC-MWQQHZPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  尿嘧啶核苷 以 甲醇 为溶剂， 生成 2'-O-nonyluridine
  参考文献：
  名称：

  Process for the preparation of 2'-O-alkyl purine phosphoramidites

  摘要：

  2'-O-烷基化鸟苷、尿苷、胞苷和2,6-二氨基嘌呤3'-O-磷酰胺酯是通过烷基化核苷前体、添加适当的阻断基团和磷酰化来制备的。烷基化是在2,6-二氨基-9-(β-D-核糖呋喃基)嘌呤上进行的，随后进行去氨基化以制备鸟苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是在尿苷的二烷基基锡衍生物上进行的，以制备尿苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是直接在胞苷上进行的，以制备胞苷2'-O-烷基化3'-O-磷酰胺酯。烷基化是直接在2,6-二氨基嘌呤上进行的，以制备2,6-二氨基嘌呤2'-O-烷基化3'-O-磷酰胺酯。

  公开号：

  US05646265A1

文献信息

• Process for the preparation of 2′-O-alkyl-guanosine, cytidine, and uridine phosphoramidites
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06242592B1

  公开（公告）日：2001-06-05

  Processes for preparing 2′-O-alkylated guanosine, uridine, cytidine, and 2,6-diaminopurine 3′-O-phosphoramidites include the steps of alkylating nucleoside precursors, adding suitable blocking groups and phosphitylating. For the guanosine 2′-O-alkylated 3′-O-phosphoramidites, alkylation is effected on 2,6-diamino-9-(&bgr;-D-ribofuranosyl) purine followed by deamination. For uridine 2′-O-alkylated 3′-O-phosphoramidites, alkylation is effect on a dialkyl stannylene derivative of uridine. For cytidine 2′-O-alkylated 3′-O-phosphoramidites, alkylation is effected directly on cytidine. Alkylation is effected directly upon 2,6-diaminopurine.

  制备2'-O-烷基化鸟苷、尿苷、胞苷和2,6-二氨基嘌呤3'-O-磷酰胺酯的过程包括烷基化核苷前体、添加适当的阻断基和磷酰化步骤。对于鸟苷2'-O-烷基化3'-O-磷酰胺酯，烷基化作用在2,6-二氨基-9-(&bgr;-D-核糖)嘌呤上，然后进行去氨作用。对于尿苷2'-O-烷基化3'-O-磷酰胺酯，烷基化作用在尿苷的二烷基锡衍生物上。对于胞苷2'-O-烷基化3'-O-磷酰胺酯，烷基化作用直接在胞苷上。烷基化作用直接作用在2,6-二氨基嘌呤上。
• 2'-O-modified nucleosides and phosphoramidites
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US05914396A1

  公开（公告）日：1999-06-22

  2'-O-Modified nucleosides, nucleotides, and oligonucleotides. These 2'-O-modified oligonucleotides are resistant to nuclease digestion and can effectively hybridize to a complementary polynucleotide.

  2'-O-修饰核苷、核苷酸和寡核苷酸。这些2'-O修饰的寡核苷酸能够抵抗核酸酶消化，能够有效地与互补的多核苷酸杂交。
• Novel 2'-O-alkyl nucleosides and phosphoramidites processes for the preparation and uses thereof
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP1223173A2

  公开（公告）日：2002-07-17

  Novel 2'-O-alkyl guanosine compounds and analogs thereof are provided. Processes for the preparation of 2'-O-alkyl guanosine and analogs thereof are also provided. Processes for preparing 2'-O-alkylated guanosine, uridine, cytidine, and 2,6-diaminopurine 3'-O-phosphoramidites are also provided. Methods for the use of oligonucleotides comprising 2'-O-alkyl guanosine are also provided.

  提供了新型 2'-O- 烷基鸟苷化合物及其类似物。还提供了制备 2'-O- 烷基鸟苷及其类似物的工艺。还提供了制备 2'-O 烷基鸟苷、尿苷、胞苷和 2,6-二氨基嘌呤 3'-O 磷酰胺的工艺。还提供了使用包含 2'-O- 烷基鸟苷的寡核苷酸的方法。
• NOVEL 2'-O-ALKYL NUCLEOSIDES AND PHOSPHORAMIDITES PROCESSES FOR THE PREPARATION AND USES THEREOF
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP0651759A1

  公开（公告）日：1995-05-10
• EP0651759A4
  申请人：——

  公开号：EP0651759A4

  公开（公告）日：1995-10-25