2-[(1S)-1-hydroxypropyl]benzoic acid | 952412-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(1S)-1-hydroxypropyl]benzoic acid
• CAS: 952412-85-0
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: SSLIZUYNWJBHNU-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(1S)-1-hydroxypropyl]benzoic acid 在 盐酸 作用下， 生成 (S)-3-ethylphthalide
  参考文献：
  名称：

  Synthesis, resolution, and antiplatelet activity of 3-substituted 1(3H)-isobenzofuranone

  摘要：

  A series of 3-substituted-1(3H)-isobenzofuranone 6a-g and 7a-g were synthesized from phthalic anhydride. The compound 6a-g was resolved. The antiplatelet activities of these compounds were evaluated using in vitro experiment of platelet aggregation. The levels of antiplatelet activity were displayed as following sequence: l-isomer > dl-isomer > d-isomer, respectively. The alkylphthalide is more active than the corresponding alkenephthalide. All these compounds were less active than n-butylphthalide (NBP, 6c) and Aspirin (Asp). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.082
• 作为产物：
  描述：

  3-ethyl-3-hydroxybenzoisofuran-1-one 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 反应 1.0h， 生成 2-[(1S)-1-hydroxypropyl]benzoic acid
  参考文献：
  名称：

  Synthesis, resolution, and antiplatelet activity of 3-substituted 1(3H)-isobenzofuranone

  摘要：

  A series of 3-substituted-1(3H)-isobenzofuranone 6a-g and 7a-g were synthesized from phthalic anhydride. The compound 6a-g was resolved. The antiplatelet activities of these compounds were evaluated using in vitro experiment of platelet aggregation. The levels of antiplatelet activity were displayed as following sequence: l-isomer > dl-isomer > d-isomer, respectively. The alkylphthalide is more active than the corresponding alkenephthalide. All these compounds were less active than n-butylphthalide (NBP, 6c) and Aspirin (Asp). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.082