(2R)-methyl tropinate | 32174-44-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (2R)-methyl tropinate
• 英文别名: (R)-tropic acid methyl ester；(R)-3-Hydroxy-2-phenyl-propionsaeure-methylester；(R)-Tropasaeure-methylester；(R)-Tropic Acid Methyl Ester；methyl (2R)-3-hydroxy-2-phenylpropanoate
• CAS: 32174-44-0
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: OLEWRQVKIUHEJP-VIFPVBQESA-N

物化性质

• 沸点：
  300.9±22.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  （R）-2-苯基-3-羟基丙酸 生成 (2R)-methyl tropinate
  参考文献：
  名称：

  160.格氏试剂对甲基动作ř -tropate和甲基atropate

  摘要：

  DOI：

  10.1039/jr9400000840

文献信息

• Influence of aβ-Alkoxy Substituent on the CH Activation Chemistry of Alkyl Ethers
  作者：Huw M. L. Davies、Jaemoon Yang

  DOI：10.1002/adsc.200303089

  日期：2003.9

  CH activation reactions of 1,2-dimethoxyethane and methyl tert-butyl ether with methyl aryldiazoacetates or styryldiazoacetate catalyzed by Rh2(S-DOSP)4 result in the formation of 2-aryl- or 2-styryl-substituted propanoic acids with asymmetric induction up to 95% ee.

  Rh 2（S -DOSP）4催化1,2-二甲氧基乙烷和甲基叔丁基醚与芳基重氮乙酸甲酯或苯乙烯基重氮乙酸酯的CH活化反应导致形成不对称诱导的2-芳基或2-苯乙烯基取代的丙酸高达95％ee。
• Cobalt-Catalyzed Enantioselective Hydroboration of α-Substituted Acrylates
  作者：Manoj D. Patil、Kiron Kumar Ghosh、T. V. RajanBabu

  DOI：10.1021/jacs.3c12020

  日期：2024.3.13

  C–N, and C–C bonds, these intermediates could serve as valuable chiral synthons, some from feedstock carbon sources, for the synthesis of propionate-bearing motifs including polyketides and related molecules. Two-step syntheses of “Roche” ester from methyl methacrylate (79%; er 99:1), arguably the most widely used chiral fragment in polyketide synthesis, and tropic acid esters (∼80% yield; er ∼93:7)

  尽管金属催化的烯烃对映选择性硼氢化反应引起了极大的关注，但α-烷基丙烯酸衍生物的制备有用的反应很少为人所知，并且大多数使用铑催化剂。没有已知相应的α-芳基丙烯酸酯的不对称硼氢化反应的实例。在我们不断努力寻找地球储量丰富的钴催化剂在广泛适用的有机转化中的新应用的过程中，我们已经确定了 2-(2-二芳基膦苯基)恶唑啉配体和温和的反应条件，可用于 α-烷基的高效、高度区域和对映选择性硼氢化-和α-芳基-丙烯酸酯，得到β-硼基化丙酸酯。由于这些化合物中的 C-B 键可以很容易地被 C-O、C-N 和 C-C 键取代，因此这些中间体可以作为有价值的手性合成子（其中一些来自原料碳源），用于合成含丙酸酯基序包括聚酮化合物和相关分子。从甲基丙烯酸甲酯（79%；呃 99:1）（可以说是聚酮化合物合成中使用最广泛的手性片段）和托品酸酯（收率~80%；呃~93:7）两步合成“罗氏”酯，它们是几种重要的药用化合物
• Developmental motoneuron cell death and neurotrophic factors
  作者：Michael Sendtner、Geng Pei、Marcus Beck、Ulrich Schweizer、Stefan Wiese

  DOI：10.1007/s004410000217

  日期：2000.7

  During the development of higher vertebrates, motoneurons are generated in excess. In the lumbar spinal cord of the developing rat, about 6000 motoneurons are present at embryonic day 14. These neurons grow out axons which make contact with their target tissue, the skeletal muscle, and about 50% of the motoneurons are lost during a critical period from embryonic day 14 until postnatal day 3. This process, which is called physiological motoneuron cell death, has been the focus of research aiming to identify neurotrophic factors which regulate motoneuron survival during this developmental period. Motoneuron cell death can also be observed in vitro when the motoneurons are isolated from the embryonic avian or rodent spinal cord. These isolated motoneurons and other types of primary neurons have been a useful tool for studying basic mechanisms underlying neuronal degeneration during development and under pathophysiological conditions in neurodegenerative disorders. Accumulating evidence from such studies suggests that some specific requirements of motoneurons for survival and proper function may change during development. The focus of this review is a synopsis of recent data on such specific mechanisms.
• A general approach towards 2-substituted 3-hydroxy propanoates; application to the synthesis of methyl tropinate
  作者：Hassan Imogaï、Marc Larchevêque

  DOI：10.1016/s0957-4166(97)00063-3

  日期：1997.3

  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.
• MULZER, J.;BRUENTRUP, G., CHEM. BER., 1982, 115, N 6, 2057-2075
  作者：MULZER, J.、BRUENTRUP, G.

  DOI：——

  日期：——