5'-deoxy-5-methyluridine | 129802-04-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: 5'-deoxy-5-methyluridine
• 英文别名: uridine；1-[(2R,3R,4S,5R)-5-ethyl-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione
• CAS: 129802-04-6
• 化学式: C₁₀H₁₄N₂O₅
• 分子量: 242.232
• InChiKey: VNGZYEQJOJVAQP-ZOQUXTDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  99.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5'-deoxy-5'-methyl-2',3'-O-isopropylideneuridine 在 三氟乙酸 作用下， 以60%的产率得到5'-deoxy-5-methyluridine
  参考文献：
  名称：

  Introduction of an alkyl group into the sugar portion of uracilnucleosides by the use of Gilman reagents.

  摘要：

  用Gilman试剂（R2CuLi）研究了尿嘧啶核苷糖部分的p-甲苯磺酰氧基被烷基取代的反应。对于2',3'-O-异亚丙基尿苷的5'-O-甲苯磺酸衍生物，得到了中等收率的5'-烷基化产物。与此相反，相应的2'-脱氧尿苷衍生物的反应则得到了更高收率的产物。还考察了在2'-脱氧尿苷衍生物的3'位进行类似取代反应的情况。

  DOI：

  10.1248/cpb.38.355

文献信息

• HAYAKAWA, HIROYUKI;ASHIZAWA, HIROSHI;TANAKA, HIROMICHI;MIYASAKA, TADASHI, CHEM. AND PHARM. BULL., 38,(1990) N, C. 355-360
  作者：HAYAKAWA, HIROYUKI、ASHIZAWA, HIROSHI、TANAKA, HIROMICHI、MIYASAKA, TADASHI

  DOI：——

  日期：——
• SYNTHESIS OF NOVEL XYLOSIDES AND POTENTIAL USES THEREOF
  申请人：Balagurunathan Kuberan

  公开号：US20100143980A1

  公开（公告）日：2010-06-10

  The present invention includes a xyloside for use in inducing synthesis of a glycosaminoglycan in a cell, the xyloside having a chemical structure of one of Formula (1), Formula (2), Formula (3), Formula (4), Formula (5), Formula (6), Formula (7), Formula (8), Formula (9), or Formula (10) as shown herein. Also, the present invention includes a method of making a xyloside for use in inducing synthesis of a glycosaminoglycan in a cell, wherein the method is performed with “Click” chemistry. Additionally, the present invention includes a method of administering a xyloside so as to induce synthesis of a glycosaminoglycan in a cell.
• [EN] SYNTHESIS OF NOVEL XYLOSIDES AND POTENTIAL USES THEREOF<br/>[FR] SYNTHÈSE DE NOUVEAUX XYLOSIDES ET LEURS UTILISATIONS POTENTIELLES
  申请人：UNIV UTAH RES FOUND

  公开号：WO2008103618A1

  公开（公告）日：2008-08-28

  [EN] The present invention includes a xyloside for use in inducing synthesis of a glycosaminoglycan in a cell, the xyloside having a chemical structure of one of Formula (1), Formula (2), Formula (3), Formula (4), Formula (5), Formula (6), Formula (7), Formula (8), Formula (9), or Formula (10) as shown herein. Also, the present invention includes a method of making a xyloside for use in inducing synthesis of a glycosaminoglycan in a cell, wherein the method is performed with "Click" chemistry. Additionally, the present invention includes a method of administering a xyloside so as to induce synthesis of a glycosaminoglycan in a cell.
  [FR] La présente invention concerne un xyloside destiné à être utilisé pour induire la synthèse d'un glycosaminoglycanne dans une cellule, le xyloside ayant une structure chimique d'une parmi la formule (1), la formule (2), la formule (3), la formule (4), la formule (5), la formule (6), la formule (7), la formule (8), la formule (9), et la formule (10) tel que définies dans la description. La présente invention concerne également un procédé de fabrication d'un xyloside destiné à être utilisé pour induire la synthèse d'un glycosaminoglycanne dans une cellule, le procédé étant effectué au moyen de la chimie 'click'. La présente invention concerne en outre un procédé d'administration d'un xyloside pour induire la synthèse d'un glycosaminoglycanne dans une cellule.
• Introduction of an alkyl group into the sugar portion of uracilnucleosides by the use of Gilman reagents.
  作者：Hiroyuki HAYAKAWA、Hiroshi ASHIZAWA、Hiromichi TANAKA、Tadashi MIYASAKA

  DOI：10.1248/cpb.38.355

  日期：——

  Substitution of a p-toluenesulfonyloxy group in the sugar portion of uracilnucleosides by an alkyl group was investigated by using Gilman reagents (R2CuLi). In the cases of 5'-O-tosyl derivatives of 2', 3'-O-isopropylideneuridine, moderate vields of 5'-alkylated products were obtained. In contrast to this, the reactions of the corresponding 2'-deoxyuridine derivatives gave higher yields of products. A similar substitution reaction at the 3'-position of 2'-deoxyuridine derivatives was also examined.

  用Gilman试剂（R2CuLi）研究了尿嘧啶核苷糖部分的p-甲苯磺酰氧基被烷基取代的反应。对于2',3'-O-异亚丙基尿苷的5'-O-甲苯磺酸衍生物，得到了中等收率的5'-烷基化产物。与此相反，相应的2'-脱氧尿苷衍生物的反应则得到了更高收率的产物。还考察了在2'-脱氧尿苷衍生物的3'位进行类似取代反应的情况。