cis-1,2-Dimethoxycarbonyl-1-phenylcyclopropane | 723-19-3

• 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: cis-1,2-Dimethoxycarbonyl-1-phenylcyclopropane
• 英文别名: (+/-)-1-Phenyl-cyclopropan-1r.2c-dicarbonsaeure-dimethylester；dimethyl (1R,2S)-1-phenylcyclopropane-1,2-dicarboxylate
• CAS: 723-19-3；39822-28-1；39822-29-2；55221-25-5；55221-26-6
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: UAOJFWUVNVCTPQ-MFKMUULPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  cis-1,2-Dimethoxycarbonyl-1-phenylcyclopropane 在 sodium hydroxide 、 二苯基磷酸 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 34.0h， 生成 cis-methyl 2-(methoxycarbonylamino)-1-phenylcyclopropane-1-carboxylate
  参考文献：
  名称：

  Synthesis of racemic cis-1-alkyl- and 1-aryl-2-aminocyclopropanecarboxylic esters

  摘要：

  The title cyclic beta-amino esters were synthesized stereo- and regioselectively. Starting from the corresponding 1-aryl- and 1-alkylcyclopropane-1,2-dicarboxylates, selective monosaponification and subsequent Curtius reaction leads to certain cis-1-alkyl-and 1-aryl-2-aminocyclopropanecarboxylic esters. These P-aminocyclopropanecarboxylate derivatives (beta-ACCs) can be seen as useful building blocks for beta-peptides. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00126-6
• 作为产物：
  描述：

  DL-扁桃酸甲酯 在 吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 cis-1,2-Dimethoxycarbonyl-1-phenylcyclopropane
  参考文献：
  名称：

  Nishiyama, Kazuyoshi; Inouye, Yuzo, Agricultural and Biological Chemistry, 1982, vol. 46, # 4, p. 1027 - 1034

  摘要：

  DOI：

文献信息

• Stereoselectivity of a polymer supported reaction
  作者：I. Artaud、P. Viout

  DOI：10.1016/s0040-4039(01)82852-5

  日期：1981.1

  PhCH2 - CO2 - and CH2 = CH - CO2 - in a soluble chloromethylated polystyrene leads to polymer supported esters which were used for the preparation of cyclopropyl derivatives. For the first time at our knowledge, a reaction was performed between two funntionalized polymers. The polymer backbone effect on the reaction with one or two bound reagents is not large, and it depends on the temperature.

  在可溶性氯甲基化的聚苯乙烯中被PhCH 2 -CO 2-和CH 2 = CH-CO 2-取代Cl导致聚合物负载的酯，该酯用于制备环丙基衍生物。据我们所知，这是第一次在两种官能化的聚合物之间进行反应。聚合物主链对与一种或两种结合试剂的反应的影响不大，并且取决于温度。
• Synthesis, stereochemistry, and chiroptical spectra of cyclopropyl lactones and thionolactones
  作者：Maria J. Milewska、Maria Gdaniec、Tadeusz Poloński

  DOI：10.1016/0957-4166(96)00419-3

  日期：1996.11

  Several optically active substituted 3-oxabicyclo[3.1.0]hexan-2-ones and their thiocarbonyl analogues were synthesized, and their circular dichroism spectra are reported. It was found that the n-pi* Cotton effect sign is determined by the helicity of an inherently chiral chromophore formed by the lactone or thiolactone group and the cyclopropyl moiety. The pi-pi* Cotton effect of thiocarbonyl compounds shows opposite sign to that observed for the lowest energy transition. The crystal structures of two compounds were solved to establish their molecular geometries. Copyright (C) 1996 Elsevier Science Ltd
• Synthetic reactions by complex catalysts. XXX. Synthesis of cyclic compounds by means of copper-isonitrile complex. Copper(I) carbenoid intermediate
  作者：Takeo Saegusa、Kazuya Yonezawa、Ichiki Murase、Toshiro Konoike、Shimpei Tomita、Yoshihiko Ito

  DOI：10.1021/jo00953a011

  日期：1973.6
• A Convenient Synthesis of Polysubstituted Cyclopropanes
  作者：H. Fauduet、R. Burgada

  DOI：10.1055/s-1980-29152

  日期：——
• Palladium-catalyzed cyclopropanation of electron-deficient olefins with aryldiazocarbonyl compounds
  作者：Shufeng Chen、Jian Ma、Jianbo Wang

  DOI：10.1016/j.tetlet.2008.09.024

  日期：2008.11

  A concise and efficient protocol for the preparation of cyclopropanes from various aryldiazocarbonyl compounds and electron-deficient olefins catalyzed by Pd(OAc)(2) is reported. (C) 2008 Elsevier Ltd. All rights reserved.