(E)-2-methyl-5-phenylmethoxypent-2-enal | 95532-05-1

• 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: (E)-2-methyl-5-phenylmethoxypent-2-enal
• CAS: 95532-05-1
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: UKXYSQIPVWWOEW-WUXMJOGZSA-N

物化性质

• 沸点：
  326.6±35.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-5-phenylmethoxypent-2-enal 在 palladium on activated charcoal 、 D-(-)-酒石酸二乙酯 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 4-二甲氨基吡啶 、 二氯二茂钛 、 1,4-环己二烯 、 4 Angstroeme MS 、 camphor-10-sulfonic acid 、 氢气 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 11.17h， 生成 tert-butyl-diphenyl-[2-[(4R,5S,6R)-2,2,5-trimethyl-6-propan-2-yl-1,3-dioxan-4-yl]ethoxy]silane
  参考文献：
  名称：

  Synthesis of (+)-prelactone B

  摘要：

  Radical-mediated opening of a trisubstituted epoxy alcohol using cp(2)TiCl was followed by diastereoselective reduction of the resulting product with a centrally located methylene group, flanked on both sides by two chiral hydroxyl-bearing carbons, to build all the three chiral centers of (+)-prelactone B 1 in their desired stereochemistries leading to the total synthesis of the molecule. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00326-5
• 作为产物：
  描述：

  (3-苄氧基丙基)三苯基溴化鏻 在 盐酸 、 正丁基锂 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 33.0h， 生成 (E)-2-methyl-5-phenylmethoxypent-2-enal
  参考文献：
  名称：

  无环非对映选择作为类苦参素的合成途径：基于克莱森重排的布鲁斯汀策略

  摘要：

  La synthese de la bruceantine(-) Pourrait s'effectuer a partir d'un acide oxo-3 perhydronaphtoique

  DOI：

  10.1021/ja00295a027

文献信息

• Constrained himbacine analogs as thrombin receptor antagonists
  申请人：Chelliah V. Mariappan

  公开号：US20050267155A1

  公开（公告）日：2005-12-01

  A compound represented by the structural formula and pharmaceutically acceptable salts and solvents thereof is disclosed, wherein: the single-dashed line between the ring carbons to which R 10 and R 34 are attached represents either a single bond or a double bond; the double-dashed line between X and the carbon to which Y is attached represents either a single bond or an absent bond; X is —O— or —NR 6 — when the double-dashed line represents a single bond; X is H, —OH or —NHR 20 when the double-dashed line represents an absent bond; and other parameters are as defined herein. Also disclosed are pharmaceutical compositions and combinations containing said compounds and their uses as thrombin receptor antagonists and binders to cannabinoid receptors.

  揭示了一种由结构式表示的化合物及其在药学上可接受的盐和溶剂，其中：连接R10和R34附着的环碳之间的单虚线代表单键或双键；连接X和附着Y的碳之间的双虚线代表单键或缺失键；当双虚线代表单键时，X为—O—或—NR6—；当双虚线代表缺失键时，X为H、—OH或—NHR20；其他参数如本文所定义。还揭示了含有该化合物的药物组合物和药物组合物，以及它们作为凝血酶受体拮抗剂和大麻素受体结合物的用途。
• Synthesis of highly substituted tetrahydropyrans: preparation of the C20–C28 moiety of phorboxazoles
  作者：Tushar K Chakraborty、V.Ramakrishna Reddy、T.Jagadeshwar Reddy

  DOI：10.1016/j.tet.2003.08.056

  日期：2003.10

  2-methyl-1,3-diol moiety was built by a Ti(III)-mediated ring opening reaction of a trisubstituted 2,3-epoxy alcohol precursor was employed as a common starting material for the syntheses of highly substituted tetrahydropyrans 1–5, the first one being the C20–C28 fragment of cytotoxic natural products, phorboxazoles.

  丙酸酯衍生的聚酮化合物结构单元A通过三取代2，3-环氧醇前体的Ti（III）介导的开环反应而构建，其2-甲基-1,3-二醇部分被用作通用的起始原料。高度取代的四氢吡喃1 – 5的合成，第一个是细胞毒性天然产物phorboxazoles的C20–C28片段。
• De Novo Synthesis of 2-Substituted <i>syn</i>-1,3-Diols via an Iterative Asymmetric Hydration Strategy
  作者：Md. Moinuddin Ahmed、Matthew S. Mortensen、George A. O'Doherty

  DOI：10.1021/jo061200h

  日期：2006.9.1

  The enantioselective syntheses of several protected 4-substituted syn-3,5-dihydroxy carboxylic esters have been achieved from the corresponding achiral (E,E)- or (E,Z)-1,3-dienoates. The route relies upon an enantio- and regioselective Sharpless dihydroxylation and a palladium-catalyzed reduction to form gamma-substituted delta-hydroxy-1-enoates. The resulting delta-hydroxy-1-enoates are subsequently converted into benzylidene-protected 4-substituted syn-3,5-dihydroxy carboxylic esters in one step. The benzylidene-protected 3,5-dihydroxy carboxylic esters are produced in good overall yields (20-54%) and high enantiomeric excess (73- 97% ee).
• Rearrangement of epoxides in non-aldol aldol process: Allylic vs. Tertiary and secondary carbocationic centers
  作者：Michael E. Jung、Rodolfo Marquez

  DOI：10.1016/s0040-4039(99)00458-x

  日期：1999.4

  It has been shown that allylic carbocations are formed in preference to tertiary or secondary carbocations in the rearrangement of substituted epoxides. However protection of the alkene as a bromo ether allows for the desired rearrangement and production of intermediates for the synthesis of the cytotoxic tedanolides. (C) 1999 Elsevier Science Ltd. All rights reserved.
• US7442712B2
  申请人：——

  公开号：US7442712B2

  公开（公告）日：2008-10-28