methyl (4R,5R)-trans-7-(2,2-dimethyl-4-hydroxymethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoate | 169871-41-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (4R,5R)-trans-7-(2,2-dimethyl-4-hydroxymethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoate
• 英文别名: methyl (Z)-7-[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]hept-5-enoate
• CAS: 169871-41-4
• 化学式: C₁₄H₂₄O₅
• 分子量: 272.342
• InChiKey: AYRIICGYSDPXIM-CZVUKNJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (4R,5R)-trans-7-(2,2-dimethyl-4-hydroxymethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoate 在 吡啶 、 三乙胺 、 肼 作用下， 以 乙醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 33.0h， 生成 methyl (4R,5R)-trans-7-(2,2-dimethyl-4-(phenylsulfonyl)aminomethyl-1,3-dioxolan-5-yl)-5(Z)-heptanoate
  参考文献：
  名称：

  Synthesis of dl-cis- and (4R,5R)-trans-7-[2,2-dimethyl-4-(phenylsulfonyl)-aminomethyl-1,3-dioxolan-5-yl]-5(Z)-heptenoic acid analogues as platelet thromboxane A2 receptor antagonist

  摘要：

  The title compounds have been synthesized and their in vitro thromboxane A(2) (TxA(2)) receptor antagonist activity evaluated. Both cis and trans isomers (1, 2) were shown to specifically inhibit submaximal human platelet aggregation induced by 225 nM U46619 in a dose-dependent manner with an IC50 of 1 mu M. The concentration of 1 and 2 required to completely block maximal aggregation induced by 3 mu M U46619 was 3 mu(M).

  DOI：

  10.1016/0223-5234(96)88240-7
• 作为产物：
  描述：

  (-)-2,3-O-亚异丙基-D-苏力糖醇 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 正丁基锂 、 草酰氯 、 四丁基氟化铵 、 双氧水 、 sodium hydride 、 二甲基亚砜 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 9.42h， 生成 methyl (4R,5R)-trans-7-(2,2-dimethyl-4-hydroxymethyl-1,3-dioxolan-5-yl)-5(Z)-heptenoate
  参考文献：
  名称：

  Synthesis of dl-cis- and (4R,5R)-trans-7-[2,2-dimethyl-4-(phenylsulfonyl)-aminomethyl-1,3-dioxolan-5-yl]-5(Z)-heptenoic acid analogues as platelet thromboxane A2 receptor antagonist

  摘要：

  The title compounds have been synthesized and their in vitro thromboxane A(2) (TxA(2)) receptor antagonist activity evaluated. Both cis and trans isomers (1, 2) were shown to specifically inhibit submaximal human platelet aggregation induced by 225 nM U46619 in a dose-dependent manner with an IC50 of 1 mu M. The concentration of 1 and 2 required to completely block maximal aggregation induced by 3 mu M U46619 was 3 mu(M).

  DOI：

  10.1016/0223-5234(96)88240-7