methyl (1SR,2SR,3RS)-2-benzoyl-3-phenylcylopropane-1-carboxylate | 23511-08-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (1SR,2SR,3RS)-2-benzoyl-3-phenylcylopropane-1-carboxylate
• 英文别名: methyl t-2-benzoyl-t-3-phenyl-r-1-cyclopropanecarboxylate；(+/-)-2t-phenyl-3t-benzoyl-cyclopropane-carboxylic acid-(1r)-methyl ester；(+/-)-2t-Phenyl-3t-benzoyl-cyclopropan-carbonsaeure-(1r)-methylester；2t-Benzoyl-3t-phenyl-cyclopropan-r-carbonsaeure-methylester；methyl (1S,2S,3R)-2-benzoyl-3-phenylcyclopropane-1-carboxylate
• CAS: 23511-08-2；23511-09-3；120201-78-7
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: MHRNLUSTUISNQE-PMPSAXMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (1SR,2SR,3RS)-2-benzoyl-3-phenylcylopropane-1-carboxylate 在 aluminum isopropoxide 、 异丙醇 作用下， 生成 (+/-)(1Ξ)-2t-phenyl-3t((Ξ)-α-hydroxy-benzyl)-cyclopropane-carboxylic acid-(1r)-isopropyl ester
  参考文献：
  名称：

  Overt reanalysis strategies and eye movements during the reading of mild garden path sentences

  摘要：

  In an eye movement experiment, we examined the use of reanalysis strategies during the reading of locally ambiguous but globally unambiguous Spanish sentences. Among other measures, we examined regressive eye movements made while readers were recovering in reading mild garden path sentences. The sentences had an adverbial clause that, depending on the mood (indicative vs. subjunctive) of the subordinate clause verb, could attach high (to the main verb of the sentence) or low (to the verb in the subordinate clause). Although Spanish speakers favor low attachment, the high attachment version was quite easy to understand. Readers predominately used two alternative strategies to recover from the mild garden path in our sentences. In the more common reanalysis strategy, their eyes regressed from the last region (disambiguation+1) directly to the main verb in the sentence. Following this, they reread the rest of the sentence, fixating the next region and the adverb (the beginning of the ambiguous part of the sentence). Less frequently, readers regressed from the last region (disambiguation+1) directly to the adverb. We argue that both types of strategies are consistent with a selective reanalysis process as described by Frazier and Rayner (1982).

  DOI：

  10.3758/bf03194956
• 作为产物：
  描述：

  2-苄基-4-氧代-4-苯基丁酸甲酯 在 N-甲基咪唑 、 溴 、 silver nitrate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 methyl (1SR,2SR,3RS)-2-benzoyl-3-phenylcylopropane-1-carboxylate
  参考文献：
  名称：

  光化学合成高度官能化的环丙基酮

  摘要：

  通过辐射酮3和5制备一系列二和三取代的环丙基酮11，所述酮3和5带有与羰基C-原子相邻的离去基团。所需的酮3可以通过使用高价碘试剂2对酮1进行功能化或通过α-羟基酮7的O-磺酰化来轻松合成。通过用AgNO 3处理相应的α-溴代酮获得硝酸盐5。3和5的照射必须在除酸剂（1-甲基-1 H-咪唑）的存在下进行，以获得高收率的环丙烷11。除其他事项外，该方法的合成效率通过制备高收率的高应变双环[2.1.0]戊烷11i得以证明。通过光动力学测量以及量子化学计算研究了光化学环化的机理。已经表明，离去基团的存在实质上影响了光化学反应级联的所有步骤。还确定了11j和exo - 11k的X射线晶体结构。

  DOI：

  10.1002/hlca.200390086

文献信息

• Reactions of stabilized sulfur ylides with α,β-unsaturated alkoxychromiumcarbene complexes
  作者：Benito Alcaide、Luis Casarrubios、Gema Domínguez、Angel Retamosa、Miguel A. Sierra

  DOI：10.1016/0040-4020(96)00796-x

  日期：1996.10

  stable ylides would add preferentially to the carbene carbon, 1,4-addition increasing as the stability of the ylide does. For more stable ylides 1,4-addition is preferred and substitution at the β-carbon has little effect in the chemoselectivity. Methoxycarbonylmethylentriphenylphosphorane exclusively add to the carbene carbon while ethyl diazoacetate is unreactive towards α,β-unsaturated alkoxychromium-carbene

  稳定的硫化物与作为溶剂的MeCN中的α，β不饱和烷氧基铬碳烯配合物反应形成乙烯醇醚3，环丙烷4和乙烯基环丙烷5取决于试剂的比例，温度和叶立德的性质。在这些反应中获得的结果表明，除位阻以外的因素也可以控制添加的化学选择性。不稳定的叶利基将优先添加至卡宾碳，1,4加成随叶利基的稳定性而增加。对于更稳定的亚烷基，优选1，4-加成，并且在β-碳上的取代对化学选择性几乎没有影响。在所研究的条件下，甲氧基羰基甲基三苯基磷烷仅添加到卡宾碳中，而重氮乙酸乙酯不与α，β-不饱和烷氧基铬-卡宾络合物反应。
• A New Photochemical Route to Cyclopropanes
  作者：Pablo Wessig、Olaf Mühling

  DOI：10.1002/1521-3773(20010316)40:6<1064::aid-anie10640>3.0.co;2-5

  日期：2001.3.16
• Two possible hydrothermal vents in the northern Okinawa Trough
  作者：Shikui Zhai、Shumei Xu、Zenghui Yu、Yunshan Qin、Yiyang Zhao

  DOI：10.1007/bf02900472

  日期：2001.6

  As the Okinawa Trough is a back-are basin in early spreading, modern submarine hydrothermal activity and minerallization have many characteristics which have aroused wide attention. Up to now three well-known hydrothermal venting areas are all located in the middle part of the trough, During two cruise investigations to map and sample the seafloor numbers of Calyptogena sp, shells were dredged at two sites in the northern trough with comparatively thicker crust and numerous submarine volcanoes. Based on the fact that Calyptogena sp, is only observed around the hydrothermal vents and lives on hydrothermal activities, it is predicted that there is the possibility of modern hydrothermal activities in the northern part of the trough. In this note, the shell is carefully characterized and the sample locations with possible hydrothermal activity are given. it Is pointed out that the research of biogenic fossils to trace hydrothermal activity changes in venting time, strength fluctuations, evolution In chemical compositions and so on should be stressed in the future in addition to the study of the ecological characteristics of hydrothermal organisms.
• MOLECULAR REARRANGEMENTS INVOLVING OPTICALLY ACTIVE RADICALS. XI. REARRANGEMENTS IN THE TRUXILLIC ACIDS AND THEIR BEARING UPON THEORIES OF MOLECULAR REARRANGEMENTS AND OPTICAL ROTATORY POWER
  作者：HERBERT I. BERNSTEIN、EVERETT S. WALLIS

  DOI：10.1021/jo01197a007

  日期：1942.5