[(2R)-2-phenylpropyl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 66050-85-9

• 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: [(2R)-2-phenylpropyl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 66050-85-9
• 化学式: C₁₉H₁₉F₃O₃
• 分子量: 352.353
• InChiKey: IXVSVYKCOVAQQA-KBXCAEBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-苯基丙酸 以 吡啶 、 水 为溶剂， 反应 537.0h， 生成 [(2R)-2-phenylpropyl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Tsuda, Yoshiko; Kawai, Ken-Ichi; Nakajima, Shoichi, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 11, p. 4657 - 4661

  摘要：

  DOI：

文献信息

• Iron-Catalyzed Regio- and Stereoselective Substitution of γ,δ-Epoxy-α,β-unsaturated Esters and Amides with Grignard Reagents
  作者：Takeshi Hata、Rie Bannai、Mamoru Otsuki、Hirokazu Urabe

  DOI：10.1021/ol100022w

  日期：2010.3.5

  When γ,δ-epoxy-α,β-unsaturated esters or amides were treated with 2 equiv of Grignard reagents in the presence of 10−24 mol % FeCl2, regio- and stereoselective substitution of the epoxide moiety with the Grignard reagent occurred to give exclusively δ-hydroxy-γ-alkyl or aryl-α,β-unsaturated esters or amides in good yields.

  当在10−24 mol％FeCl 2存在下用2当量的Grignard试剂处理γ，δ-环氧-α，β-不饱和酯或酰胺时，发生了用Grignard试剂对环氧部分进行区域和立体选择性取代仅以高收率得到δ-羟基-γ-烷基或芳基-α，β-不饱和酯或酰胺。
• Application of Modified Mosher's Method for Primary Alcohols with a Methyl Group at C2 Position.
  作者：Masashi Tsuda、Yuki Toriyabe、Tetsuya Endo、Jun'ichi Kobayashi

  DOI：10.1248/cpb.51.448

  日期：——

  configurations of a series of primary alcohols possessing a branched methyl group at C2 position were examined on the basis of a modified Mosher's method proposed by Minale et al. It was revealed that in many cases the absolute configurations at C2 were assignable from the chemical shift differences of geminal protons of the methylene attached to the ester linkage in the alpha-methoxy-alpha-trifluoromethylphenylacetyl

  在Minale等人提出的改进的Mosher方法的基础上，研究了一系列在C 2位具有支链甲基的伯醇的绝对构型。揭示了在许多情况下，在C2处的绝对构型可根据与α-甲氧基-α-三氟甲基苯基乙酰基（MTPA）衍生物中的酯键相连的亚甲基的双键质子的化学位移差异进行分配。描述了该方法的范围和局限性。
• Novel Catalytic CO₂ Incorporation Reaction:  Nickel-Catalyzed Regio- and Stereoselective Ring-Closing Carboxylation of Bis-1,3-dienes
  作者：Masanori Takimoto、Miwako Mori

  DOI：10.1021/ja026620c

  日期：2002.8.1

  Novel nickel-catalyzed carboxylation of bis-1,3-dienes using carbon dioxide (CO2) was investigated. In the presence of catalytic amounts of Ni(acac)2 and PPh3, various bis-1,3-dienes smoothly reacted with CO2 and an organozinc reagent (Et2Zn, Me2Zn, or Ph2Zn) under mild conditions. This catalytic carboxylation process was accompanied by carbocyclization of bis-1,3-diene followed by alkylation by an

  研究了使用二氧化碳 (CO2) 对双 1,3-二烯进行新型镍催化羧化反应。在催化量的 Ni(acac)2 和 PPh3 存在下，各种双 1,3-二烯在温和条件下与 和有机锌试剂（Et2Zn、Me2Zn 或 Ph2Zn）顺利反应。这种催化羧化过程伴随着双-1,3-二烯的碳环化，然后通过有机锌试剂进行烷基化，以高产率和高区域选择性和立体选择性提供环状羧酸衍生物。
• A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform
  作者：Enzo Santaniello、Silvana Casati、Pierangela Ciuffreda、Giuseppe Meroni、Alessandro Pedretti、Giulio Vistoli

  DOI：10.1016/j.tetasy.2009.07.024

  日期：2009.8

  The Burkholderia cepacia lipase-catalyzed transesterification of 2-rnethyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results. (C) 2009 Elsevier Ltd. All rights reserved.