3',5'-O-bis(4-chlorobenzoyl)-2'-deoxy-β-D-cytidine | 127970-42-7

• 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: 3',5'-O-bis(4-chlorobenzoyl)-2'-deoxy-β-D-cytidine
• 英文别名: 3',5'-O-bis(4-chlorobenzoyl)-2'-deoxycytidine；[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-(4-chlorobenzoyl)oxyoxolan-2-yl]methyl 4-chlorobenzoate
• CAS: 127970-42-7
• 化学式: C₂₃H₁₉Cl₂N₃O₆
• 分子量: 504.326
• InChiKey: OAJGUTZMOLVNFE-NLWGTHIKSA-N

物化性质

• 熔点：
  237-238 °C
• 沸点：
  651.2±65.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3',5'-O-bis(4-chlorobenzoyl)-2'-deoxy-β-D-cytidine 生成 2'-脱氧胞嘧啶核苷
  参考文献：
  名称：

  LARGE-SCALE MANUFACTURING OF ALL FOUR 2′-DEOXYNUCLEOSIDES VIA NOVEL STRATEGIES INCLUDING A CHEMO-ENZYMATIC PROCESS

  摘要：

  A chemical synthesis of 2-deoxyribose-1-phosphate 2 and its enzymatic conversion into purine 2'-deoxynucleosides (dNus) are shown. Besides the chemoenzymatic process for purine dNus, a modified process for practical dC preparation is also established. Consequently, a series of practical manufacturing processes of all four dNus have been realized via novel strategies.

  DOI：

  10.1081/ncn-100002539
• 作为产物：
  描述：

  3',5'-O-bis(4-chlorobenzoyl)-2'-deoxy-β-D-uridine 在 N-甲基哌啶 、 三乙胺 、 对甲苯磺酰氯 、 ammonium hydroxide 作用下， 以55%的产率得到3',5'-O-bis(4-chlorobenzoyl)-2'-deoxy-β-D-cytidine
  参考文献：
  名称：

  LARGE-SCALE MANUFACTURING OF ALL FOUR 2′-DEOXYNUCLEOSIDES VIA NOVEL STRATEGIES INCLUDING A CHEMO-ENZYMATIC PROCESS

  摘要：

  A chemical synthesis of 2-deoxyribose-1-phosphate 2 and its enzymatic conversion into purine 2'-deoxynucleosides (dNus) are shown. Besides the chemoenzymatic process for purine dNus, a modified process for practical dC preparation is also established. Consequently, a series of practical manufacturing processes of all four dNus have been realized via novel strategies.

  DOI：

  10.1081/ncn-100002539

文献信息

• Process for the preparation of cytidine derivatives
  申请人：——

  公开号：US20030032797A1

  公开（公告）日：2003-02-13

  An efficient method for producing cytidine derivatives that took away the previous drawbacks by efficiently synthesizing cytidine derivatives by utilizing a tertiary amine can be provided.

  一种高效生产胞嘧啶衍生物的方法，通过利用三级胺有效地合成胞嘧啶衍生物，从而消除了先前的缺点。
• Method for producing nucleosides by direct glycosylation of the nucleoside base
  申请人：Cilag AG

  公开号：EP2048151A1

  公开（公告）日：2009-04-15

  Summary Method of producing a free nucleoside compound by reacting a a glycoside donor preferably a 1-halogen derivative, or 1-0-acyl, 1-o-alkyl, or an imidate preferably a trichloromethyl derivative, or a thio-alkyl derivative of a blocked monosaccharide or oligosaccharide preferably ribose and 2-desoxyribose derivatives with a protected nucleoside base, in a suitable anhydrous solvent and in the presence of a catalyst, and removing the protecting groups from said blocked nucleoside compound, wherein said catalyst is selected from the group comprising salts of an aliphatic sulphonic acid and/or salts of a optionally substituted aromatic sulphonic acid.

  通过在适当的无水溶剂中，以催化剂存在的条件下，将一种糖苷供体（最好是1-卤代衍生物，或1-0-酰基，1-0-烷基，或最好是三氯甲基衍生物的亚胺酸酸酯，或一种被阻断的单糖或寡糖的硫代烷基衍生物，最好是核糖和2-去氧核糖衍生物）与一种受保护的核苷碱基反应，从而生产一种自由核苷化合物的方法，并从所述被阻断的核苷化合物中去除保护基团，其中所述催化剂选自包括脂肪磺酸盐和/或选择性取代的芳香磺酸盐的盐类的组。
• An Efficient Amination Method for Manufacturing Cytidines
  作者：Hironori Komatsu、Kunihiko Morizane、Toshiyuki Kohno、Hiroharu Tanikawa

  DOI：10.1021/op0499371

  日期：2004.7.1

  A novel method for amination of uridine derivatives was developed and applied to the syntheses of cytidines. The method consists of an activation step with I-methylpiperidine at the C-4-position of a uracil base. Large-scale preparation of 2'-deoxycytidine was performed using this method.
• PROCESS FOR THE PREPARATION OF CYTIDINE DERIVATIVES
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1186612B1

  公开（公告）日：2006-11-29
• US6822090B2
  申请人：——

  公开号：US6822090B2

  公开（公告）日：2004-11-23