benzyl 2-hydroxyoctanoate | 95513-13-6

• 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: benzyl 2-hydroxyoctanoate
• CAS: 95513-13-6
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: RRRCERDVDYRAKY-UHFFFAOYSA-N

物化性质

• 沸点：
  357.8±17.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 2-hydroxyoctanoate 在 palladium on activated charcoal 、 Adam’s catalyst 吡啶 、 N-甲基哌啶 、 水 、 氢气 、 potassium carbonate 、 溶剂黄146 、 三苯基膦 、 环己烯 、 三氯氧磷 作用下， 以 甲醇 、 丙醇 、 乙醇 、 异丙醇 、 乙腈 为溶剂， 100.0 ℃ 、344.73 kPa 条件下， 反应 39.58h， 生成 (2S,5S)-1-Benzyl-5-heptyl-pyrrolidine-2-carbonitrile
  参考文献：
  名称：

  .alpha.-Amino acids as chiral educts for asymmetric products. Chirospecific syntheses of the 5-butyl-2-heptylpyrrolidines from glutamic acid

  摘要：

  DOI：

  10.1021/jo00208a016
• 作为产物：
  描述：

  2-hydroxyoctanenitrile 在 sodium hydroxide 、 硫酸 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 10.0h， 生成 benzyl 2-hydroxyoctanoate
  参考文献：
  名称：

  .alpha.-Amino acids as chiral educts for asymmetric products. Chirospecific syntheses of the 5-butyl-2-heptylpyrrolidines from glutamic acid

  摘要：

  DOI：

  10.1021/jo00208a016

文献信息

• Phosphorus Ylide Based Functionalizations of Tetronic and Tetramic Acids
  作者：Rainer Schobert、Matthias Dietrich、Gillian Mullen、Juan-Manuel Urbina-Gonzalez

  DOI：10.1055/s-2006-950310

  日期：2006.11

  3) in the construction of tetronic and tetramic acids from various carboxylic acid derivatives is demonstrated by new reactions and extensions of known ones. With α-hydroxy or α-amino esters, 3 affords tetronates or tetramates. A two-step synthesis of (-)-epi-blastmycinolactol shows that allyl α-hydroxy esters can be domino Wittig-Claisen reacted to give 3-allyltetronic acids. More extended Wittig-Claisen-Conia

  叶立德（三苯基正膦亚基）乙烯酮（Ph 3 P=C=C=O, 3）在从各种羧酸衍生物构建四电子和四甲酸中的多功能性通过新反应和已知反应的延伸得到证明。对于 α-羟基或 α-氨基酯，3 得到四酸酯或四酸酯。(-)-epi-blastmycinolactol 的两步合成表明烯丙基 α-羟基酯可以与多米诺 Wittig-Claisen 反应生成 3-烯丙电子酸。更扩展的 Wittig-Claisen-Conia 级联可以产生 3-亚烷基呋喃-2,4-二酮，其光氧化提供具有抗疟原虫潜力的内酯内过氧化物。Tetronic 酸可以在 C3 处被 3 酰化，得到相应的酰基叶立德。它们的皂化产生各自的 3-乙酰化合物，例如真菌代谢物害虫毒素。α-羟基酸与 3 反应生成相应的 3-正膦亚基呋喃-2,4-二酮。抗生素 (R)-reutericyclin 由 D-亮氨酸苄酯和 3 通过下游酰化首先在 C3 处，然后在
• Novel acyl-dipeptide-like compounds bearing an accessory functional side chain spacer, a method for preparing the same and pharmaceutical compositions containing such products
  申请人：Bauer Jacques

  公开号：US20050192232A1

  公开（公告）日：2005-09-01

  The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targetting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

  该发明特别涉及类二肽样化合物，这些化合物源自功能性取代的氨基酸，通过酰胺化作用将脂肪酸链结合到所述类二肽样化合物的氨基官能团上，其中一端部分带有辅助功能侧链间隔物，另一端部分是酸基，可以是中性或带电状态。该发明的化合物具有类似佐剂的免疫调节特性。此外，该发明的化合物可以嫁接到给定抗原上，以调节或调整免疫反应，也可以嫁接到药物载体上，以增强治疗效果或靶向效果。因此，该发明的化合物在人类和兽医医学中均可用作免疫原和诊断工具。
• Acyl pseudodipeptides which carry a functionalised auxialiary arm
  申请人：——

  公开号：US20030203852A1

  公开（公告）日：2003-10-30

  The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targetting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

  本发明特别涉及从功能性取代氨基酸衍生的二肽样化合物，其通过酰胺化作用将脂肪酸链结合到所述二肽样化合物的氨基功能团上，其中一端部分带有附属功能侧链间隔物，另一端部分是酸基，可以是中性或带电状态。本发明的化合物具有类似佐剂的免疫调节性质。此外，本发明的化合物可以嫁接到给定抗原上，以调节或调整免疫应答，或者可以嫁接到药物载体上，以增强治疗效果或靶向作用。因此，本发明的化合物在人类和兽医医学中均可用作免疫原和诊断工具。
• ACYL PSEUDOPEPTIDES WHICH CARRY A FUNCTIONALIZED AUXILIARY ARM
  申请人：BAUER Jacques

  公开号：US20130022628A1

  公开（公告）日：2013-01-24

  The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants. In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targeting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

  本发明特别针对从功能取代的氨基酸中衍生出来的二肽类化合物，其通过酰胺化作用将脂肪酸链结合到所述二肽类化合物的胺基官能团上，其中一端部分具有辅助功能侧链间隔物，而另一端部分是一个酸基，可以是中性或带电状态。本发明的化合物具有类似佐剂的免疫调节特性。此外，本发明的化合物可以嫁接到给定的抗原上，以调节或调整免疫反应，也可以同样嫁接到药物载体上，以增强其治疗效果或靶向性。因此，本发明的化合物在人类和兽医医学中均可用作免疫原和诊断工具。
• ACYL PSEUDODIPEPTIDES WHICH CARRY A FUNCTIONALIZED AUXILIARY ARM
  申请人：BAUER Jacques

  公开号：US20100215685A1

  公开（公告）日：2010-08-26

  The present invention is directed in particular to dipeptide-like compounds derived from functionally substituted amino acids, having fatty acid chains bound thereto through amidification of the amine functional groups of said dipeptide-like compounds, one end portion of which bears an accessory functional side chain spacer, with the other end portion being an acid group either in neutral or charged state. Compounds of the present invention have immunomodulating properties like adjuvants, In addition, compounds of the invention can be grafted on a given antigen in order to modulate or tune the immune response or can be equally grafted on a pharmaceutical carrier to enhance the therapeutic effect or targeting thereof. Accordingly, compounds of the invention find use in human and veterinary medicine both as immunogens and diagnostic tools.

  本发明特别针对从功能取代氨基酸衍生的二肽类化合物，其通过酰胺化反应将脂肪酸链结合到所述二肽类化合物的胺基官能团上，其中一端部分具有辅助功能侧链间隔物，而另一端部分是中性或带电酸基。本发明的化合物具有免疫调节特性，如辅助剂。此外，本发明的化合物可以嫁接到给定的抗原上，以调节或调整免疫反应，也可以同样嫁接到药物载体上，以增强其治疗效果或靶向作用。因此，本发明的化合物在人类和兽医学中均可用作免疫原和诊断工具。