3,4,5-tris(prop-2-en-1-yloxy)benzyl alcohol | 946124-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4,5-tris(prop-2-en-1-yloxy)benzyl alcohol
• 英文别名: [3,4,5-Tris(prop-2-enoxy)phenyl]methanol
• CAS: 946124-86-3
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: PTLLQDWTDCTSOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4,5-tris(prop-2-en-1-yloxy)benzyl alcohol 在 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 [3,4,5-tris(prop-2-en-1-yloxy)benzyloxy]decan-1-yl-10-thioacetate
  参考文献：
  名称：

  Synthesis of Supercritical Carbon Dioxide Soluble Perfluorinated Dendrons for Surface Modification

  摘要：

  The rational design, synthesis, and characterization of a series of novel perfluorinated dendrons 14a,b, 25a,b, 26a,b, and 18 are described. The dendrimers were designed to have a thiol at the focal point for attachment to a gold surface to enable the fabrication of self-assembled monolayers (SAMs). Perfluorinated tails were attached to the periphery to provide solubility in supercritical carbon dioxide, and to increase the hydrophobicity and the stability of self-assembled monolayers formed. Mitsunobu reactions were utilized to provide high-yielding steps allowing large-scale production of the novel dendrimers.

  DOI：

  10.1021/jo070293f
• 作为产物：
  描述：

  methyl 3,4,5-tris(prop-2-en-1-yloxy)benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以100%的产率得到3,4,5-tris(prop-2-en-1-yloxy)benzyl alcohol
  参考文献：
  名称：

  使用[3 + 2]-含铂偶氮甲啶叶立德的环加成法合成Yuremamine和所有非对映异构体的拟议结构

  摘要：

  基于含铂的偶氮甲碱叶立德的分子间[3 + 2]-环加成反应，首次实现了所建议的尤里木胺结构的全合成。还通过共同的中间体合成了所有可能的盐酸尤里明胺非对映异构体。通过这些合成，证实了所提出的尤里明胺和非对映异构体的结构与天然产物不同。

  DOI：

  10.1002/asia.201500491

文献信息

• Fabrication of self-assembled dendron monolayers
  申请人：Seiko Epson Corporation

  公开号：US07524998B2

  公开（公告）日：2009-04-28

  A dendron (2) comprising a focal point (4) and a plurality of fluorinated end groups (9) is disclosed, including one having a thiol, a silane, a carboxylic acid, a phosphonate or another moiety at the focal point suitable for chemisorption to a substrate (3). A self-assembled monolayer comprising a plurality of dendrons bonded to a substrate and a device comprising the self-assembled monolayer are also disclosed.

  揭示了一种包括一个焦点（4）和多个氟化末端基团（9）的树状分子（2），其中在焦点处具有硫醇、硅烷、羧酸、膦酸酯或其他适用于化学吸附到基底（3）的基团的树状分子。还揭示了一种包括多个与基底结合的树状分子的自组装单分子层，以及包括该自组装单分子层的器件。
• Structure–Activity Relationship Study of Permethyl Ningalin B Analogues as P-Glycoprotein Chemosensitizers
  作者：Jin Wen Bin、Iris L. K. Wong、Xuesen Hu、Zhang Xiao Yu、Li Fu Xing、Tao Jiang、Larry M. C. Chow、Wan Sheng Biao

  DOI：10.1021/jm400930e

  日期：2013.11.27

  A novel series of permethyl ningalin B analogues were synthesized and evaluated for their P-glycoprotein (P-gp)-modulating activities in a P-gp-overexpressing breast cancer cell line (LCC6MDR). Compounds 35 and 37, which possess one methoxy group and one benzyloxy group at aryl ring C, displayed the most potent Pgp-modulating activity. A 1 pM concentration of 35 and 37 resensitized LCC6MDR cells toward paclitaxel by 42.7-fold, with respective EC50 values of 93.5 and 110.0 nM. Their mechanism of P-gp modulation is associated with an increase in intracellular drug accumulation. Their advantages also include low cytotoxicity (IC50 for L929 fibroblast >100 mu M) and high therapeutic indexes (>909 after normalization with their EC50 values). 35 is not a substrate of P-gp. They are potentially dual-selective modulators for both P-gp and breast cancer resistance protein transporters. The present study demonstrates that these new compounds can be employed as effective and safe modulators of Pgp-mediated drug resistance in cancer cells.
• [EN] PERFLUOROPOLYETHER GROUP-BEARING SILANE COMPOUND AND COMPOSITION CONTAINING SAME FOR SURFACE TREATMENT<br/>[FR] COMPOSÉ SILANE PORTANT UN GROUPE PERFLUOROPOLYÉTHER ET COMPOSITION LE CONTENANT POUR LE TRAITEMENT DE SURFACE<br/>[KO] 퍼플루오로폴리에테르기 함유 실란 화합물 및 이를 포함하는 표면 처리용 조성물
  申请人：[en]DONGWOO FINE-CHEM CO., LTD.;[ko]동우 화인켐 주식회사

  公开号：WO2023158223A1

  公开（公告）日：2023-08-24

  본 발명은 아릴렌 골격을 갖는 퍼플루오로폴리에테르기 함유 실란 화합물을 제공한다. 본 발명에 따른 아릴렌 골격을 갖는 퍼플루오로폴리에테르기 함유 실란 화합물은 초기 접촉각을 높일 뿐만 아니라 내마모성을 향상시킬 수 있다. 따라서, 본 발명에 따른 아릴렌 골격을 갖는 퍼플루오로폴리에테르기 함유 실란 화합물은 방오성 코팅제 또는 방수성 코팅제과 같은 표면 처리제로서 유리하게 사용될 수 있다.