3-亚甲基-4-甲基戊-1-醇 | 76019-22-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-亚甲基-4-甲基戊-1-醇
• 英文名称: 3-isopropylbut-3-en-1-ol
• 英文别名: 5,5-dimethylisoprenol；3-Isopropyl-3-butene-1-ol；4-methyl-3-methylidenepentan-1-ol
• CAS: 76019-22-2
• 化学式: C₇H₁₄O
• 分子量: 114.188
• InChiKey: XECQOLIOBNMTQA-UHFFFAOYSA-N

物化性质

• 沸点：
  155.9±9.0 °C(Predicted)
• 密度：
  0.834±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-亚甲基-4-甲基戊-1-醇 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 4-异丙基-5,6-二氢吡喃-2-酮
  参考文献：
  名称：

  Synthesis of Alkyl-Substituted Six-Membered Lactones through Ring-Closing Metathesis of Homoallyl Acrylates. An Easy Route to Pyran-2-ones, Constituents of Tobacco Flavor

  摘要：

  The ring-closing metathesis (RCM) reactions of homoallylic acrylates bearing alkyl substituents on various positions of their skeleton afford the corresponding pentenolides in the presence of carbene ruthenium catalysts. For R-3 = R-4 = H, or R-3 = Me, R-4 = H, the reactions are catalyzed by complex [RuCl2(PCy3)(2)(CHPh)], while a second-generation Grubbs catalyst is required when R-3 = H and R-4 = Me, R-3 = R-4 = Me, or R-3 = i-Pr and R-4 = H. Alkyl substitution at the homoallylic carbon (R-1, R-2) increases the yield of the reaction when both the acrylic and/or homoallylic double bonds are methyl-substituted. The interaction of the catalyst with the substrate in the initiation stage involves the homoallylic double bond rather than the acrylic moiety, and the resulting alkylidene species from the first-generation Grubbs catalyst can be observed by H-1 and P-31 NMR. The racemic tobacco constituents 4-isopropyl-5,6-dihydropyran-2-one and 4-isopropyltetrahydropyran-2-one are prepared via a short reaction sequence, involving the RCM reaction as the key transformation.

  DOI：

  10.1021/jo070600h
• 作为产物：
  描述：

  2,3-二甲基-1-丁烯 、 Bis(2,6-diphenylphenoxy)-methylalumane;formaldehyde 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-亚甲基-4-甲基戊-1-醇
  参考文献：
  名称：

  与甲基铝双（2,6-二苯酚）络合稳定活性醛及其合成应用

  摘要：

  通过分别用甲基铝双（2,6-二苯酚）（MAPH）处理容易获得的三恶烷和 α-氯醛三聚体，可以成功地生成反应性醛，如甲醛和 α-氯醛，并以 1:1与 MAPH 的配位配合物。所得的 CH 2 =O.MAPH 复合物与多种烯烃反应，提供具有优异区域选择性和立体选择性的烯反应产物。此外，该配合物以及 α-氯醛-MAPH 配合物可分别用作气态甲醛和活性 α-氯醛的稳定来源，用于各种碳负离子（有机金属化合物、烯醇化物等）的亲核加成。

  DOI：

  10.1021/ja00063a013

文献信息

• Synthesis of Both Enantiomers of a Novel Sesquiterpene Isolated from the Pheromone Gland of a Stink Bug, Tynacantha marginata Dallas
  作者：Shigefumi Kuwahara

  DOI：10.1055/s-2000-8228

  日期：——

  Synthesis of both enantiomers of a novel sesquiterpene, isolated as the putative sex pheromone of a Brazilian predatory stink bug (Tynacantha matginata Dallas) and proposed to have an unprecedented tricyclic carbon framework, was accomplished through an intramolecular Diels - Alder cyclization of a single optically active triene intermediate and separation of a pair of structural isomers derived from the resulting cycloadducts.

  一种新型倍半萜的两种对映异构体的合成，分离出一种巴西捕食性臭虫（Tynacantha matginata Dallas）的假定性信息素，并建议具有前所未有的三环碳骨架，通过分子内Diels-Alder环化反应，将一种光学活性三烯中间体转化为一对结构异构体，并分离出由环加成物衍生而来的对映异构体。
• HETERO BIARYL DERIVATIVES AS MATRIX METALLOPROTEINASE INHIBITORS
  申请人：Bunker Amy Mae

  公开号：US20090029995A1

  公开（公告）日：2009-01-29

  This invention provides compounds defined by Formula I or a pharmaceutically acceptable salt thereof, wherein R 1 , Q, S, T, U, V, and R 2 are as defined in the specification. The invention also provides pharmaceutical compositions and methods of treating diseases.

  该发明提供了由式I或其药学上可接受的盐定义的化合物，其中R1、Q、S、T、U、V和R2如规范中所定义。该发明还提供了药物组合物和治疗疾病的方法。
• LINCOMYCIN DERIVATIVES AND ANTIMICROBIAL AGENTS COMPRISING THE SAME AS ACTIVE INGREDIENT
  申请人：Wakiyama Yoshinari

  公开号：US20100210570A1

  公开（公告）日：2010-08-19

  An objective of the present invention is to provide compounds of formula (1) or their pharmacologically acceptable salts or solvates wherein A represents aryl; R 1 represents N-optionally substituted C 1-6 alkyl-N-optionally substituted C 1-6 alkylamino-C 1-6 alkyl; R 2 represents a hydrogen atom or optionally substituted C 1-6 alkyl; R 3 represents optionally substituted C 1-6 alkyl or C 3-6 cycloalkyl-C 1-4 alkyl; m is 1 to 3; n is 0; and p is 0 to 2. The compounds are novel lincomycin derivatives that have a potent activity against resistant Streptococcus pneumoniae, which have recently posed problems, in the treatment of infectious diseases. Further, the compounds are usable as antimicrobial agents and are useful for preventing or treating bacterial infectious diseases.

  本发明的目标是提供以下化合物(1)或其药理学上可接受的盐或溶剂，其中A代表芳基；R1代表N-可选取代的C1-6烷基-N-可选取代的C1-6烷基氨基-C1-6烷基；R2代表氢原子或可选取代的C1-6烷基；R3代表可选取代的C1-6烷基或C3-6环烷基-C1-4烷基；m为1至3；n为0；p为0至2。这些化合物是新颖的林可霉素衍生物，对最近在感染性疾病治疗中引起问题的耐药性肺炎链球菌具有强效活性。此外，这些化合物可用作抗微生物药物，有助于预防或治疗细菌感染性疾病。
• Nickel‐Catalyzed Enantioselective Reductive Alkyl‐Carbamoylation of Internal Alkenes
  作者：Xianqing Wu、Aneta Turlik、Baixue Luan、Feng He、Jingping Qu、K. N. Houk、Yifeng Chen

  DOI：10.1002/anie.202207536

  日期：2022.9.5

  The enantioselective reductive dicarbofunctionalization of internal alkenes has been developed to enable the formation of vicinal stereogenic centers. This protocol allows for facile synthesis of chiral pyrrolidinones bearing vicinal or quaternary stereocenters with excellent enantio- and diastereoselectivities. DFT calculations suggest that the enantiodetermining step is intramolecular migratory insertion

  内部烯烃的对映选择性还原二碳官能化已被开发以能够形成邻位立体中心。该方案可以轻松合成带有邻位或四元立体中心的手性吡咯烷酮，具有优异的对映选择性和非对映选择性。 DFT 计算表明对映决定步骤是氨基甲酰基-Ni 中间体的分子内迁移插入。
• High Versatility of IPP and DMAPP Methyltransferases Enables Synthesis of C ₆ , C ₇ and C ₈ Terpenoid Building Blocks
  作者：Laura Drummond、Parab J. Haque、Binbin Gu、Julia S. Jung、Hendrik Schewe、Jeroen S. Dickschat、Markus Buchhaupt

  DOI：10.1002/cbic.202200091

  日期：2022.7.19

  Nearly all known terpenes are built from the two C5 precursors DMAPP and IPP. This work characterizes several bacterial DMAPP and IPP methyltransferases that convert these building blocks in C6, C7 and C8 prenyl pyrophosphates with selectivity on deprotonation sites and stereoselectivity.

  几乎所有已知的萜烯都是由两种 C5 前体 DMAPP 和 IPP 构建而成。这项工作表征了几种细菌 DMAPP 和 IPP 甲基转移酶，这些酶可将这些结构单元转化为 C 6 、C 7和 C 8异戊二烯基焦磷酸，具有去质子化位点选择性和立体选择性。