[3-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-1-(benzhydrylidene-amino)-propyl]-phosphonic acid diethyl ester | 428499-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: [3-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-1-(benzhydrylidene-amino)-propyl]-phosphonic acid diethyl ester
• 英文别名: 9-[(3aR,4R,6S,6aS)-6-[[3-(benzhydrylideneamino)-3-[diethoxy(oxido)phosphaniumyl]propyl]sulfanylmethyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]purin-6-amine
• CAS: 428499-81-4
• 化学式: C₃₃H₄₁N₆O₆PS
• 分子量: 680.765
• InChiKey: PBTUKUWWSLRMOI-BIGIPEOVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  177
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [3-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-1-(benzhydrylidene-amino)-propyl]-phosphonic acid diethyl ester 在 碘代三甲硅烷 作用下， 以 水 为溶剂， 以75%的产率得到{1-Amino-3-[(2S,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethylsulfanyl]-propyl}-phosphonic acid
  参考文献：
  名称：

  Synthesis of an α-Aminophosphonate Nucleoside as an Inhibitor of S-Adenosyl-l-Homocysteine Hydrolase

  摘要：

  A phosphonic acid analogue or S-adenosyl-L-homocysteine was prepared by a novel method and the epimeric mixture separated. Preliminary studies indicate that each epimer causes time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase, however each presented distinct kinetic characteristics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00789-2
• 作为产物：
  描述：

  1-(二苯基甲基氨基)甲基膦酸二乙酯 在 氢氧化钾 、 正丁基锂 、 4 A molecular sieve 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 生成 [3-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-1-(benzhydrylidene-amino)-propyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Synthesis of an α-Aminophosphonate Nucleoside as an Inhibitor of S-Adenosyl-l-Homocysteine Hydrolase

  摘要：

  A phosphonic acid analogue or S-adenosyl-L-homocysteine was prepared by a novel method and the epimeric mixture separated. Preliminary studies indicate that each epimer causes time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase, however each presented distinct kinetic characteristics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00789-2