(+)-3-acetoxy-2-phenylpropionic acid | 131682-38-7

• 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: (+)-3-acetoxy-2-phenylpropionic acid
• 英文别名: (R)-3-Acetoxy-2-phenylpropanoic Acid；(2R)-3-acetyloxy-2-phenylpropanoic acid
• CAS: 131682-38-7
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: OXGQBORIYFGJPM-JTQLQIEISA-N

物化性质

• 熔点：
  65 - 68°C
• 沸点：
  348.2±30.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于丙酮（少许）、DMSO（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-3-acetoxy-2-phenylpropionic acid 在 potassium carbonate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.34h， 生成 (2R)-methyl tropinate
  参考文献：
  名称：

  A general approach towards 2-substituted 3-hydroxy propanoates; application to the synthesis of methyl tropinate

  摘要：

  Enantiomerically pure R or S 2-substituted 3-hydroxy propanoates may be prepared by regioselective BF3 promoted opening of homochiral styrene oxide by lithium cyanocuprates followed by oxidative cleavage of the aromatic moiety with catalytic ruthenium trichloride. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00063-3
• 作为产物：
  描述：

  DL-托品酸 在 L-(+)-苏-2-氨基-1-(4-硝基苯基)-1,3-丙二醇 作用下， 以 水 为溶剂， 反应 2.0h， 生成 (+)-3-acetoxy-2-phenylpropionic acid
  参考文献：
  名称：

  [EN] CXCR6 SULFONAMIDE COMPOUNDS
  [FR] COMPOSÉS SULFONAMIDES CXCR6

  摘要：

  Provided are sulfonamide compounds having formula (I) or a pharmaceutically acceptable salt thereof, wherein R, R1, R2, R3, R4and the subscripts n and m have the meanings provided in the specification. The compounds are useful for treating diseases and conditions associated with CXCR6 activity.

  公开号：

  WO2023183763A1

文献信息

• Markedly Enhancing Enzymatic Enantioselectivity in Organic Solvents by Forming Substrate Salts
  作者：Tao Ke、Alexander M. Klibanov

  DOI：10.1021/ja984283v

  日期：1999.4.1

  A new approach is proposed to enhance enzymatic enantioselectivity in organic solvents. It is based on the presumption that the less reactive substrate enantiomer experiences greater steric hindran...

  提出了一种提高有机溶剂中酶促对映选择性的新方法。它基于以下假设：反应性较低的底物对映体经历较大的空间位阻...
• Synthesis, characterization and pharmacological profile of tropicamide enantiomers
  作者：Silvia Dei、Cristina Bellucci、Carla Ghelardini、M.Novella Romanelli、Santi Spampinato

  DOI：10.1016/0024-3205(96)00208-1

  日期：1996.5

  The synthesis, chemical characterization and antimuscarinic activity of the two enantiomers of tropicamide are reported. Functional (rabbit vas deferens, guinea pig heart (force) and ileum) as well as binding experiments (m1 and m4 human muscarinic receptors expressed in CHO-K1 cells: M2 and M3 receptors of rat heart and submaxillary gland membranes) were used to evaluate the antimuscarinic activity

  报道了托吡酰胺的两种对映异构体的合成，化学表征和抗毒蕈碱活性。功能性（兔输精管，豚鼠心脏（力量）和回肠）以及结合实验（CHO-K1细胞中表达的m1和M4人毒蕈碱受体：大鼠心脏和上颌下膜的M2和M3受体）用于评估对映体的抗毒蕈碱活性。结果表明，没有一种对映异构体能够明显区分所研究的受体，因此不支持将tropicamide作为M4（M4）选择剂的提议。
• Enzyme catalyzed monohydrolysis of 2-aryl-1 3-propanediol diacetates. A study of structural effects of the aryl moiety on the enantioselectivity
  作者：Giuseppe Guanti、Enrica Narisano、Tadeusz Podgorski、Sergio Thea、Andrew Williams

  DOI：10.1016/s0040-4020(01)87892-3

  日期：1990.1
• Differential analgesic activity of the enantiomers of atropine derivatives does not correlate with their muscarinic subtype selectivity
  作者：S Dei、A Bartolini、C Bellucci、C Ghelardini、F Gualtieri、D Manetti、M.N. Romanelli、S Scapecchi、E Teodori

  DOI：10.1016/s0223-5234(97)83285-0

  日期：1997.7

  The enantiomers of several tropic and p-substituted tropic acid esters related to atropine obtained by esterification under non-racemizing conditions after resolution of the corresponding racemic acids [(+)- and (-)-18, (+)- and (-)-19] are reported. They were tested in vitro on muscarinic subtype receptors and in vivo for their analgesic activity on mice. As in the case of the lead compound, R-(+)-hyoscyamine, these substances show enantioselectivity in analgesic tests, the eutomers being the R-(+) or R-(+)-p-substituted tropic acid derivatives. However, this property, which is a consequence of increased central release of ACh, seems unrelated to muscarinic subtype selectivity insofar as the compounds are unable to discriminate muscarinic subtype receptors. A possible explanation of these results which does not involve subtype selectivity is proposed, based on the recently developed concept of inverse agonism.
• Dei; Bellucci; Gualtieri, Il Farmaco, 1995, vol. 50, # 5, p. 303 - 309
  作者：Dei、Bellucci、Gualtieri、Romanelli、Scapecchi、Teodori、Bartolini、Ghelardini

  DOI：——

  日期：——