4-allyloxybutanal | 63880-78-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-allyloxybutanal
• 英文别名: 4-(Allyloxy)-butanal；4-prop-2-enoxybutanal
• CAS: 63880-78-4
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: OGOBEXBNRNHSEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4-allyloxybutanal 生成 cis-2-(ethenyl)tetrahydropyran-3-pl
  参考文献：
  名称：

  分子内烯丙基硼化反应合成顺式-二氢吡喃和三-四氢吡喃

  摘要：

  一锅步骤进行说明，其中ω氧代γ-alkoxyallylboronates 8从ω烯丙氧基-醛生成9和环化成顺式-双取代的vinyltetrahydropyranols 4。重复此程序对烯丙氧基醛11导致顺式-顺式-顺式-二-四氢吡喃醇12，并导致顺式-顺式-顺式-顺式-顺式-三四环戊醇15。

  DOI：

  10.1016/0040-4039(95)00013-3
• 作为产物：
  描述：

  4-(烯丙氧基)-1-丁醇 在 三乙胺 作用下， 以 氯仿 、 水 、 二甲基亚砜 为溶剂， 生成 4-allyloxybutanal
  参考文献：
  名称：

  Element having porphyrin polymer fixed on a substrate and method of preparing the same

  摘要：

  一种具有光功能的分子元素，其在衬底上包含共价固定的卟啉单元的卟啉聚合物，以及其制备方法。该光功能分子元素可用作光电转换元件，例如有机太阳能电池或三维非线性有机材料。

  公开号：

  US07192650B2

文献信息

• Organoselenium and DMAP co-catalysis: regioselective synthesis of medium-sized halolactones and bromooxepanes from unactivated alkenes
  作者：Ajay Verma、Sadhan Jana、Ch. Durga Prasad、Abhimanyu Yadav、Sangit Kumar

  DOI：10.1039/c5cc10245f

  日期：——

  A catalytic system consisting of bis(4-methoxyphenyl)selenide and 4-(dimethylamino)pyridine (DMAP) has been developed for the regioselective synthesis of medium-sized bromo/iodo lactones and bromooxepanes possessing high transannular strain. 77Se NMR, mass spectrometry...

  已经开发了由双（4-甲氧基苯基）硒化物和4-（二甲基氨基）吡啶（DMAP）组成的催化体系，用于区域选择性合成具有高跨环应变的中型溴/碘内酯和溴氧杂环丁烷。77Se NMR，质谱...
• Covalent Linking of Coordination-Organized Slipped Cofacial Porphyrin Dimers
  作者：Atsushi Ohashi、Akiharu Satake、Yoshiaki Kobuke

  DOI：10.1246/bcsj.77.365

  日期：2004.2

  Coordination-organized porphyrin dimers of 5,15-his[2-(allyloxycarbonyl)ethyl]- and bis[3-(allyloxy(propyl]-20-( 1-methyl-2-imidazolyl)porphyrinatozinc were covalently linked by an intramolecular olefin metathesis reaction in excellent yields (93-98%). It was found that the yields of the intramolecular metathesis reaction depended strongly on the molecular length of the substituent at the 5 and 15

  5,15-his[2-(烯丙氧基羰基)乙基]-和双[3-(烯丙氧基(丙基)-20-(1-甲基-2-咪唑基)卟啉锌)的配位组织卟啉二聚体通过分子内烯烃共价连接复分解反应以极好的收率 (93-98%)。发现分子内复分解反应的收率很大程度上取决于 5 和 15 位取代基的分子长度。引入更长的 3-(烯丙氧基羰基)丙基和 4- (烯丙氧基羰基)丁基取代基使共价连接反应的产率分别急剧下降至 26% 和 16%。即使溶解在像吡啶这样的极性溶剂中，共价连接的二聚体仍保持其配位结构。
• Stereoselective Synthesis of Alcohols, L. Synthesis and Conformational Studies of 1,5-Dioxa-cis-decalin
  作者：Reinhard W. Hoffmann、Ingo Münster

  DOI：10.1002/jlac.199719970614

  日期：1997.6

  cis-2-Vinyltetrahydropyran-3-ol (6) is accessible by a selective intramolecular allylboration reaction. Compound 6 was converted into 1,4-dioxa-cis-decaline (4) and cis-syn-cis-perhydrotrioxaanthracene 32; heterocycles with fused tetrahydropyran rings. These ring systems populate predominantly the conformation in which the oxygen atoms are in a gauche arrangement. The tricycle 31 is a rigid derivative

  顺式-2-乙烯基四氢吡喃-3-醇（6）可通过选择性分子内烯丙基硼化反应获得。化合物6转化成1,4-二氧杂-顺式-decaline（4）和顺式-顺式-perhydrotrioxaanthracene 32 ; 稠合四氢吡喃环的杂环。这些环系统主要构成氧原子呈薄纱状排列的构象。三轮车31是14-冠-3的刚性衍生物，并且与12-冠-3的情况一样，它与乙腈中的锂离子形成络合物。
• 4-Alkoxy-N-butyraldehyde preparation
  申请人：Chevron Research Company

  公开号：US04029710A1

  公开（公告）日：1977-06-14

  A process for preparing 4-alkoxy-n-butyraldehydes which comprises contacting allyl alcohol with formaldehyde and an alcohol in the presence of hydrogen fluoride at a temperature in the range from about -100.degree. to about 10.degree. C.

  一种制备4-烷氧基-n-丁醛的方法，包括在氢氟酸存在下，将丙烯醇、甲醛和醇接触，在温度在大约-100℃到大约10℃之间的范围内进行。
• Intensely Potent Doxorubicin Analogues:  Structure−Activity Relationship
  作者：David Farquhar、Abdallah Cherif、Elena Bakina、J. Arly Nelson

  DOI：10.1021/jm9706980

  日期：1998.3.1

  N-(5,5-Diacetoxypent-1-yl)doxorubicin (1b) is an intensely cytotoxic doxorubicin analogue that retains full potency against tumor cells that express elevated levels of P-glycoprotein and are resistant to doxorubicin. 1b was designed to be hydrolyzed in the presence of carboxylate esterases to N-(5-oxypent-1-yl)doxorubicin, an aldehyde capable of existing in equilibrium with a cyclic carbinolamine. To investigate the structural determinants of potency for 1b, we have prepared a series of chemically related compounds in which various omega-[bis(acetoxy)]alkyl or omega-[bis(acetoxy)]alkoxyalkyl groups are substituted at the 3'-amino position of the daunosamine sugar. These groups were selected to assess the effect of chain length, oxygen substitution, and carbinolamine ring size on analogue potency. The compounds were evaluated for their ability to inhibit the in vitro growth of the following cell lines: (a) Chinese hamster ovary (CHO) cells, (b) a CHO cell mutant 100-fold resistant to doxorubicin that expresses elevated levels of P-glycoprotein, (c) a murine ductal cell pancreatic adenocarcinoma (Pane 02), and (d) a murine mammary carcinoma (CA 755). The most potent members of the series were those that could form a straight chain aldehyde intermediate after esterase-mediated hydrolysis of the omega-bis(acetoxy) groups and give rise to 5- or 6-membered ring carbinolamines. Analogues capable of forming 7-, 8-, or 9-membered carbinolamines were markedly less active. The N-methyl derivative of 1b, which cannot give rise to a cyclic carbinolamine, was 2 orders of magnitude less potent than 1b. A branched chain analogue, If, which contained a tertiary carbon atom adjacent to the omega-bis(acetoxy) groups, was also substantially less active than its nonbranched counterpart, 1a. These findings suggest that the chain length of the 3'-amino substituents and the ability of the derived aldehydes to form 5- or 6-membered carbinolamines are critical determinants of biologic potency.