1-[(3aR,4R,6R,6aR)-6-[[chloro-(dimethylamino)-oxidophosphaniumyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-methylpyrimidine-2,4-dione | 1414959-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-[(3aR,4R,6R,6aR)-6-[[chloro-(dimethylamino)-oxidophosphaniumyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-methylpyrimidine-2,4-dione
• CAS: 1414959-73-1
• 化学式: C₁₅H₂₃ClN₃O₇P
• 分子量: 423.79
• InChiKey: VLNCEKMIHZMWSO-FDSDJVJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2',3'-O,O-isopropylidene-5-methyluridine 、 N,N-二甲基磷氨基二氯化物 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium bromide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.03h， 以21%的产率得到1-[(3aR,4R,6R,6aR)-6-[[chloro-(dimethylamino)-oxidophosphaniumyl]oxymethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Lithium bromide–DBU mediated synthesis of chlorophosphoramidate-activated morpholino nucleoside subunits

  摘要：

  An efficient and rapid protocol for the synthesis of chlorophosphoramidate-activated morpholino sub-units has been developed. A unique combination of lithium bromide-DBU has been found to activate the 7'-hydroxyl toward the reaction. All the four morpholino units of adenosine, guanosine, cytosine, and thymine responded smoothly to the developed protocol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.126

文献信息

• Lithium bromide–DBU mediated synthesis of chlorophosphoramidate-activated morpholino nucleoside subunits
  作者：Sankha Pattanayak、Surajit Sinha

  DOI：10.1016/j.tetlet.2012.09.126

  日期：2012.12

  An efficient and rapid protocol for the synthesis of chlorophosphoramidate-activated morpholino sub-units has been developed. A unique combination of lithium bromide-DBU has been found to activate the 7'-hydroxyl toward the reaction. All the four morpholino units of adenosine, guanosine, cytosine, and thymine responded smoothly to the developed protocol. (C) 2012 Elsevier Ltd. All rights reserved.