(E)-3-n-tributylstannylprop-2-enyl chloride

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: (E)-3-n-tributylstannylprop-2-enyl chloride
• 英文别名: (E)-1-(tri-n-butylstannyl)-3-chloro-1-propene；(E)-3-chloro-1-tributylstannylprop-1-ene；(E)-tributyl(3-chloroprop-1-en-1-yl)stannane；1-chloro-3-tributylstannyl-prop-2E-ene；3-chloro-1E-(tri-n-butylstannyl)prop-1-ene；tributyl-(3-chloro-propenyl)stannane；(E)-Bu3SnCH=CH-CH2-Cl
• 化学式: C₁₅H₃₁ClSn
• 分子量: 365.574
• InChiKey: XWKNBTAAWNRTKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.17
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 、 (E)-3-n-tributylstannylprop-2-enyl chloride 在 碘 、 三乙胺 、 potassium iodide 作用下， 生成
  参考文献：
  名称：

  Synthesis and Ligand Binding of Nortropane Derivatives:  N-Substituted 2β-Carbomethoxy-3β-(4‘-iodophenyl)nortropane and N-(3-Iodoprop-(2E)-enyl)-2β-carbomethoxy-3β-(3‘,4‘-disubstituted phenyl)nortropane. New High-Affinity and Selective Compounds for the Dopamine Transporter

  摘要：

  Two novel series of iodinated N-substituted analogs of 2 beta-carbomethoxy-3 beta-(4'-iodophenyl)tropane (beta-CIT) and N-(3-iodoprop-(2E)-enyl)-2 beta-carbomethoxy-3 beta-(3',4'-disubstituted phenyl)nortropane were synthesized. They were evaluated for their inhibitory properties on dopamine (DA(T)), serotonin (5-HTT), and norepinephrine (NET) transporters in rat brain homogenates using [H-3]GBR-12935, [H-3]paroxetine, and [H-3]nisoxetine as specific ligands. All new N-substituted analogs of beta-CIT exhibited higher DA(T) selectivity over both 5-HTT and NET than beta-CIT. Moreover compounds with the N-substituents propynyl (6), crotyl (4), 2-bromoprop-(2E)-enyl (5), and 3-iodoprop-(2E)-enyl (3d) showed similar to higher DA(T) affinities than beta-CIT (respectively 14, 15, 30, and 30 nM vs 27 nM). Compound 3d was found to be the most selective DAT agent of this series (5-HTT/DA(T) = 32.0 vs 0.1 for beta-CIT), The N-(3-iodoprop-(2E)-enyl) chain linked to the tropane nitrogen was therefore maintained on the tropane structure, and phenyl substitution was carried out in order to improve DA(T) affinity. K-i values of N-(3-iodoprop-(2E)-enyl)-2 beta-carbomethoxy-3 beta-(3',4'-disubstituted phenyl)nortropanes revealed that phenyl, 4'-isopropyl, and 4'-n-propyl derivatives weakly inhibited specific binding to DA(T), whereas phenyl substitution with 4'-methyl (3c), 3',4'-dichloro (3b), and 4'-iodo (3d) yielded high-DA(T) reuptake agents with increased DA(T) selectivity compared to beta-CIT. These results demonstrate that the combination of a nitrogen and a phenyl substitution yields compounds with high affinity and selectivity for the dopamine transporter which are usable as SPECT markers for DA neurons.

  DOI：

  10.1021/jm960795d
• 作为产物：
  描述：

  (E)-3-(tri-n-butylstannyl)-2-propen-1-ol 以80的产率得到(E)-3-n-tributylstannylprop-2-enyl chloride
  参考文献：
  名称：

  [EN] METHOD AND APPARATUS FOR STREAMLINING IN A COMMUNICATION SYSTEM
  [FR] PROCEDE ET APPAREIL DE RATIONALISATION DANS UN SYSTEME DE COMMUNICATION

  摘要：

  本发明涉及一种用于通信系统中简化流程的方法和装置，该通信系统包括独立的核心网络(201)和接入网络(203)。接入网络包括至少两个接入系统(205,207)，这些系统接收多个数据流，这些数据流在路由到核心网络(201)之前被组合。简化流程的方法是通过建立从第二个无线电接入系统到核心网络的连接，与从第一个无线电接入系统的当前连接并行进行，然后将接收到的数据流组合成两个组合数据流，并同时通过这两个并行连接中的每个连接路由一个数据流。然后，核心网络将从第一个连接切换到第二个连接，第一个连接随后终止。本发明适用于但不限于目前正在开发中的通用移动通信系统(UMTS)。

  公开号：

  WO2000011901A1

文献信息

• Total Syntheses of D-xylo- and D-arabino-Phytosphingosine Based on the Syntheses of Chiral 1,3-Oxazines
  作者：Yu Mu、Tian Jin、Gun-Woo Kim、Jin-Seok Kim、Sung-Soo Kim、Yong-Shou Tian、Chang-Young Oh、Won-Hun Ham

  DOI：10.1002/ejoc.201200064

  日期：2012.5

  An efficient, stereocontrolled, and short synthetic method for the preparation D-xylo- and D-arabino-phytosphingsine was achieved utilizing chiral oxazines. The key features of this strategy are the stereoselective intramolecular oxazine formation catalyzed by palladium(0) and an intermolecular olefin cross-metathesis reaction.

  利用手性恶嗪实现了一种高效、立体控制且短的合成方法，用于制备 D-木-和 D-阿拉伯-植物鞘氨醇。该策略的关键特征是由钯 (0) 和分子间烯烃交叉复分解反应催化的立体选择性分子内恶嗪形成。
• Total Synthesis of d-lyxo-Phytosphingosine and Formal Synthesis of Pachastrissamine via a Chiral 1,3-Oxazine
  作者：Won-Hun Ham、Yu Mu、Ji-Yeon Kim、Xiangdan Jin、Seok-Hwi Park、Jae-Eun Joo

  DOI：10.1055/s-0031-1289813

  日期：2012.8

  Abstract Concise and efficient syntheses of d-lyxo-phytosphingosine and pachastrissamine were achieved utilizing a chiral oxazine. The key features in these strategies are the stereoselective intramolecular oxazine formation catalyzed by palladium(0), and intermolecular olefin cross-metathesis. Concise and efficient syntheses of d-lyxo-phytosphingosine and pachastrissamine were achieved utilizing a

  摘要 d - lyxo -physphingosine和pachastrissamine的合成简单高效，是利用手性恶嗪实现的。这些策略的关键特征是钯（0）催化的立体选择性分子内恶嗪的形成，以及分子间烯烃的交叉复分解。 d - lyxo -physphingosine和pachastrissamine的合成简单高效，是利用手性恶嗪实现的。这些策略的关键特征是钯（0）催化的立体选择性分子内恶嗪的形成，以及分子间烯烃的交叉复分解。
• OXAZOLIDINONE ANTIBIOTIC DERIVATIVES
  申请人：Gude Markus

  公开号：US20100137290A1

  公开（公告）日：2010-06-03

  The invention relates to antibacterial compounds of formula I wherein R 1 is hydrogen, halogen, hydroxy, alkoxy or cyano; Y 1 and Y 2 each represent CH, one or two of U, V, W and X represent(s) N and the remaining each represent CH or, in the case of X, may also represent CR a , R a being halogen, and, in the case of W, may also represent CR b , or each of U, V, W, X, Y 1 and Y 2 represents CH, or each of U, V, W, X and Y 1 represents CH and Y 2 represents N, or also one or, provided R 1 is hydrogen, two of U, V, W, X, Y 1 and Y 2 represent(s) CRC and the remaining each represent CH, R b being alkoxy, alkoxycarbonyl or alkoxyalkoxy and R c being, each time it occurs, independently represents hydroxy or alkoxy; A-B-D represents a chain of 4 to 6 atoms, which 4 to 6 atoms are seleted from carbon, oxygen and nitrogen and may be substituted; E is one of the following groups: in which Z is CH or N and Q is O or S, or E is a phenyl group which is substituted once or twice in the meta and/or para position(s); and to salts of such compounds.

  本发明涉及式I的抗菌化合物，其中R1为氢、卤素、羟基、烷氧基或氰基；Y1和Y2各自代表CH，一个或两个U、V、W和X代表N，其余各自代表CH，或者在X的情况下，也可以代表CRa，其中Ra为卤素，并且在W的情况下，也可以代表CRb，或者U、V、W、X、Y1和Y2各自代表CH，或者U、V、W、X和Y1各自代表CH，而Y2代表N，或者，如果R1为氢，则一个或两个U、V、W、X、Y1和Y2代表CRC，其余各自代表CH，其中Rb为烷氧基、烷氧羰基或烷氧基烷氧基，Rc每次出现时独立地代表羟基或烷氧基；A-B-D代表4至6个原子的链，这4至6个原子选自碳、氧和氮，并且可以被取代；E是以下组之一：其中Z为CH或N，Q为O或S，或者E为苯基，该苯基在间位和/或对位被取代一次或两次；以及这类化合物的盐。
• Total synthesis of methyl l-daunosaminide hydrochloride via chiral 1,3-oxazine
  作者：Tian Jin、Jin-Seok Kim、Yu Mu、Seok-Hwi Park、Xiangdan Jin、Jong-Cheol Kang、Chang-Young Oh、Won-Hun Ham

  DOI：10.1016/j.tet.2014.02.033

  日期：2014.4

  Total synthesis of methyl l-daunosaminide hydrochloride was achieved from readily available l-tyrosine. Key steps in this strategy were palladium(0) catalyzed stereoselective intramolecular oxazine formation and catalytic hydrogenation of oxazine intermediate. This paper reported 1H and 13C NMR data of α- and β-anomer of methyl l-daunosaminide hydrochloride.

  从容易获得的1-酪氨酸实现了甲基1-柔香胺素盐酸盐的全合成。该策略的关键步骤是钯（0）催化的立体选择性分子内恶嗪的形成和恶嗪中间体的催化加氢。本文报道了甲基1-柔红酰胺盐酸盐的α-和β-端基异构体的1 H和13 C NMR数据。
• Synthesis of Enantioenriched Tertiary Boronic Esters by the Lithiation/Borylation of Secondary Alkyl Benzoates
  作者：Alexander P. Pulis、Daniel J. Blair、Eva Torres、Varinder K. Aggarwal

  DOI：10.1021/ja409100y

  日期：2013.10.30

  range of neopentyl boronic esters which, after 1,2-metalate rearrangement and oxidation, gave a range of tertiary alcohols in high yield and universally high er. Further functional group transformations of the tertiary boronic esters were demonstrated (conversion to quaternary centers, C-tertiary amines) together with application of the methodology to the synthesis of the simplest unbranched hydrocarbon

  据报道，简单的仲 2,4,6-三异丙基苯甲酸酯 (TIB 酯) 和仲二烷基 N,N-二异丙基氨基甲酸酯可抵抗强碱的去质子化。我们发现 sBuLi（1.6 当量）和 TMEDA（6 当量）在 CPME 中在 -60 °C 下的组合能够使未活化的仲二烷基 TIB 酯去质子化，但不能使氨基甲酸酯去质子化。这些碳负离子与一系列新戊基硼酸酯反应，在 1,2-金属酸盐重排和氧化后，以高产率和普遍更高的效率得到一系列叔醇。证明了叔硼酸酯的进一步官能团转化（转化为季中心，C-叔胺）以及该方法应用于合成最简单的带有季中心的无支链烃，