(R)-2-(1-Hydroxy-2-naphthyl)milchsaeureethylester | 113322-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2-(1-Hydroxy-2-naphthyl)milchsaeureethylester
• 英文别名: (+)-2R-(1-hydroxy-2-naphthyl)ethyllactate；ethyl (2R)-2-hydroxy-2-(1-hydroxynaphthalen-2-yl)propanoate
• CAS: 113322-82-0
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: MCISGSNWEAHQSY-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-(1-Hydroxy-2-naphthyl)milchsaeureethylester 在 lithium aluminium tetrahydride 作用下， 生成 (R)-2-(1-Hydroxy-2-naphthyl)-propan-1,2-diol
  参考文献：
  名称：

  Erker, Gerhard; Zeijden, Adolphus A. H. van der, Angewandte Chemie, 1990, vol. 102, # 5, p. 543 - 545

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酮酸乙酯 、 萘酚 在 C₂₁H₂₉ZrCl₃ 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以56%的产率得到(R)-2-(1-Hydroxy-2-naphthyl)milchsaeureethylester
  参考文献：
  名称：

  Erker, Gerhard; Zeijden, Adolphus A. H. van der, Angewandte Chemie, 1990, vol. 102, # 5, p. 543 - 545

  摘要：

  DOI：

文献信息

• On the structural features of the chiral organometallic Lewis-acid catalyst “(dibornacyclopentadienyl)zirconiumtrichloride”
  作者：Gerhard Erker、Jutta Schamberger、Adolphus A.H. van der Zeijden、Stefan Dehnicke、Carl Krüger、Richard Goddard、Matthias Nolte

  DOI：10.1016/0022-328x(93)86061-l

  日期：1993.10

  2-Bornenyllithium (3) was prepared from camphor by a variant of the Shapiro reaction and then reacted with 0.5 molar equivalents of ethylformate to give the dibornenylcarbinol 4. Subsequent acid-catalyzed cyclization of 4 yielded ''dibornacyclopentadiene'' as a mixture of two diastereoisomers; their deprotonation with n-butyllithium produced a single ''dibornacyclopentadienyllithium'' reagent (6). Reaction of 6 with MCl4 (M = Zr, Hf, Ti) gave the chiral organometallic Lewis-acids ''(diborna-CP)MCl3''. ''(+)-(Dibornacyclopentadienyl)zirconiumtrichloride'' (7a) was characterized by X-ray diffraction. The molecular structure of 7a provides a basis for discussing the stereochemical characteristics of the enantioselective arene hydroxyalkylation process catalyzed by the optically active organometallic Lewis-acid ''(dibornacyclopentadienyl)zirconiumtrichloride''.
• CASIRAGHI, GIOVANNI;BIGI, FRANCA;CASNATI, GIUSEPPE;SARTORI, GIOVANNI;SONC+, J. ORG. CHEM., 53,(1988) N 8, 1779-1785
  作者：CASIRAGHI, GIOVANNI、BIGI, FRANCA、CASNATI, GIUSEPPE、SARTORI, GIOVANNI、SONC+

  DOI：——

  日期：——
• Erker, Gerhard; Zeijden, Adolphus A. H. van der, Angewandte Chemie, 1990, vol. 102, # 5, p. 543 - 545
  作者：Erker, Gerhard、Zeijden, Adolphus A. H. van der

  DOI：——

  日期：——