1-(2-methylbutyl-3-en-2-yl)piperidine | 223265-14-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(2-methylbutyl-3-en-2-yl)piperidine
• 英文别名: 3-methyl-3-piperidino-1-butene；1-(2-Methylbut-3-en-2-yl)piperidine；1-(2-methylbut-3-en-2-yl)piperidine
• CAS: 223265-14-3
• 化学式: C₁₀H₁₉N
• 分子量: 153.268
• InChiKey: FVDDXHNHMMDPDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异戊烯醇 在 4-二甲氨基吡啶 、 bis(η3-allyl-μ-chloropalladium(II)) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-(2-methylbutyl-3-en-2-yl)piperidine
  参考文献：
  名称：

  Achieving Control over the Branched/Linear Selectivity in Palladium-Catalyzed Allylic Amination

  摘要：

  Palladium-catalyzed reaction of unsymmetrical allylic electrophiles with amines gives rise to regioisomeric allylic amines. We have found that linear products result from the thermodynamically controlled isomerization of the initially formed branched products. The isomerization is promoted by protic acid and active palladium catalyst. The use of base shuts down the isomerization pathway and allows for the preparation and isolation of branched allylic amines. Solvent plays a key role in achieving high kinetic regioselectivity and in controlling the rate of isomerization. The isomerization can be combined with ring-closing metathesis to afford the synthesis of exocyclic allylic amines from their endocyclic precursors.

  DOI：

  10.1021/jo3025253

文献信息

• Palladium catalyzed intermolecular hydroamination of 1-substituted allenes: an atom-economical method for the synthesis of N-allylamines
  作者：John F. Beck、Danielle C. Samblanet、Joseph A. R. Schmidt

  DOI：10.1039/c3ra43870h

  日期：——

  linear products could be formed selectively in the hydroamination of p-fluorophenylallene with alkyl amines through careful control of [(3IPtBu)Pd(allyl)]OTf catalyst loading and reaction duration. Overall, the branched allylamines produced are useful synthetic intermediates due to their available unsaturated vinyl group, while the linear allylamine products are chemically similar to a class of known pharmaceuticals

  钯配合物 [(3IPtBu)Pd(allyl)]OTf 之前表现出优异的催化活性，可用于 1,1-二甲基丙二烯与苯胺的加氢胺化，选择性地产生高转化率的支链取代烯丙胺产物（动力学产物）。在目前的报告中，这种加氢胺化反应的范围已扩大到包括烷基胺和苯胺以及一系列七种烷基和芳基丙二烯。对于所研究的大多数胺，1,1-二甲基丙二烯、环己基丙二烯、苄基丙二烯和选择的芳基丙二烯与烷基胺的加氢胺化在环境温度下在不到 1 小时内几乎定量地转化为支链取代的烯丙胺产物。相比之下，苯胺的反应范围更有限，并与除 1,1-二甲基丙二烯以外的所有丙二烯生成线性加氢胺化产物（热力学产物）。通过仔细控制 [(3IPtBu)Pd(allyl)]OTf 催化剂的负载量和反应持续时间，可以在对氟苯基丙二烯与烷基胺的加氢胺化反应中选择性地形成支链和直链产物。总体而言，所生产的支链烯丙胺因其可用的不饱和乙烯基而成为有用的合成中间体，而
• Cystine Diamide Analogs for the Prevention of Cystine Stone Formation in Cystinuria
  申请人：Rutgers, The State University of New Jersey

  公开号：US20140187546A1

  公开（公告）日：2014-07-03

  Cystine analogs that improve the solubility of L-cystine in urine for treatment of cystinuria and which have the structure: and pharmaceutically acceptable salts, solvates and prodrugs thereof, wherein each R and R′ pair are independently selected from (i) or (ii); (i) R and R′ are independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alcohol, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclic, and substituted or unsubstituted heteroaryl, or (ii) R and R′ together form a substituted or unsubstituted heterocyclic ring structure, or a substituted or unsubstituted heteroaryl ring structure; X is hydrogen, or an alkyl; and Y is O or S.

  改善L-半胱氨酸在尿液中的溶解度以治疗囊胱氨酸尿症的半胱氨酸类似物，其结构为：以及其药用可接受的盐、溶剂化合物和前药，其中每个R和R′对均独立地从(i)或(ii)中选择；(i) R和R′均独立地从氢、取代或未取代的烷基、取代或未取代的烯基、取代或未取代的醇、取代或未取代的芳基、取代或未取代的环烷基、取代或未取代的杂环基和取代或未取代的杂芳基中选择，或(ii) R和R′共同形成取代或未取代的杂环戒结构或取代或未取代的杂芳环结构；X为氢或烷基；Y为O或S。
• η1-Allylpalladium complexes with a tridentate PNP ligand with different phosphino groups
  作者：Bruno Crociani、Simonetta Antonaroli、Paola Paoli、Patrizia Rossi

  DOI：10.1039/c2dt30746d

  日期：——

  2-(PPh2)C6H4-1-CHNC6H4-2-(PPh2) (P–N–P′) is used for the preparation of the complexes [Pd(η1-CHR1–CHCR2R3)(P–N–P′)]BF4 [R1 = R2 = R3 = H: (1); R1 = R2 = Ph, R3 = H: (2); R1 = R3 = H, R2 = Ph: (3); R1 = H, R2 = R3 = Me: (4)]. The P–N–P′ tridentate coordination and the η1-allyl bonding mode in the solid are confirmed by the X-ray structural analysis of 1. In solution, the complexes 1 and 2 undergo an η1–η3–η1 rearrangement

  所述iminodiphosphine 2-（PPH 2）C 6 H ^ 4 -1-CH NC 6 H ^ 4 -2-（PPH 2）（P-N-P'）被用于复合物的制备[钯（η 1 -CHR 1 -CH CR 2 R 3）（PN-P'）] BF 4 [R 1 = R 2 = R 3 = H：（1）; R 1＝ R 2＝ Ph，R 3＝ H：（2）；R 1＝ R 3＝ H，R 2＝ Ph：（3）；[R1 = H，R 2 = R 3 = Me ：( 4）]。该P-N-P'三齿配位和η 1在固体-烯丙基键合方式通过的X射线结构分析确认1。在溶液中，复合物1和2经历η 1 -η 3 -η 1重排在298K互变的烯丙基的键合部位。甲在轴向位置上的膦配位体的五配位结构，提出了在η 3 -烯丙基中间体。对于动态过程，可从下式获得53.8 kJ mol -1的ΔG ≠值1个的1 H NMR数据2。在3和4中，
• Chasing the Proton Culprit from Palladium-Catalyzed Allylic Amination
  作者：Igor Dubovyk、Iain D. G. Watson、Andrei K. Yudin

  DOI：10.1021/ja076659n

  日期：2007.11.1

  We have found that the addition of base has a significant effect on palladium-catalyzed allylic amination. The long-standing problem of controlling the branched-to-linear ratio has been solved. In the presence of DBU and inexpensive, readily available ligands, palladium-catalyzed allylation proceeds under kinetic control, leading to high branched selectivity. Given the widespread utility of palladium-catalyzed allylic amination, we expect that these findings will be relevant in many areas ranging from asymmetric catalysis to target-oriented synthesis.
• METHOD OF REGULATING PHOSPHORYLATION OF SR PROTEIN AND ANTIVIRAL AGENTS COMPRISING SR PROTEIN ACTIVITY REGULATOR AS THE ACTIVE INGREDIENT
  申请人：Hagiwara, Masatoshi

  公开号：EP1712242B1

  公开（公告）日：2018-05-30