ethyl 6-(phenylmethoxy)hexanoate | 56175-38-3

• 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: ethyl 6-(phenylmethoxy)hexanoate
• 英文别名: ethyl 6-(benzyloxy)hexanoate；6-benzyloxy-hexanoic acid ethyl ester；6-Benzyloxyhexanoic acid ethyl ester；ethyl 6-phenylmethoxyhexanoate
• CAS: 56175-38-3
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: SMIAAINYXSIRPH-UHFFFAOYSA-N

物化性质

• 沸点：
  326.9±25.0 °C(Predicted)
• 密度：
  1.010±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 6-(phenylmethoxy)hexanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 6-(苄氧基)-1-己醇
  参考文献：
  名称：

  Solution- and Solid-Phase Synthesis of Inhibitors of H. pylori Attachment and E-Selectin-Mediated Leukocyte Adhesion

  摘要：

  Chemical and enzymatic methods have been developed for the synthesis of the oligosaccharides NeuAc alpha 2-->3Gal beta 1 -->4GlcNAc beta 1-->3Gal and NeuAc alpha 2-->3Gal beta 1-->4(Fuc alpha 1-->3)GlcNAc beta 1-->3Gal as inhibitors for H. pylori and E-selectin, respectively. Gal, NeuAc, and Fuc were incorporated sequentially into the synthetic primer GlcNAc beta 1-->3Gal beta OEt by the corresponding glycosyltransferases to give both the tetrasaccharide and the pentasaccharide. This solution-phase strategy was then extended to the solid-phase synthesis of the tetrasaccharide. A disaccharide primer was first attached to controlled pore glass via a spacer group containing an ester bond, followed by enzymatic incorporation of Gal and NeuAc. Two to three equivalents of sugar nucleotides were used in the enzymatic glycosylationl and the conversion for each step was found to be > 98% as indicated in the analysis of products released by treatment with hydrazine.

  DOI：

  10.1021/ja00104a011
• 作为产物：
  描述：

  苯甲醇 在 三氟甲磺酸三甲基硅酯 、 5 Angstroem MS 、 sodium hydride 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 ethyl 6-(phenylmethoxy)hexanoate
  参考文献：
  名称：

  BenzylN-Phenyl-2,2,2-trifluoroacetimidate: A New and Stable Reagent for O-Benzylation

  摘要：

  一种新的 O 型苄基化试剂--N-苯基-2,2,2-三氟乙酰亚氨酸苄酯已经研制成功。在 1,4- 二氧六环中的 TMSOTf 催化下，它甚至能与立体受阻的醇和碱敏感的羟基酯发生反应，生成相应的苄基醚。这种试剂比已知的苄化试剂 2,2,2-三氯乙酰亚氨酸苄酯更加稳定。

  DOI：

  10.1246/cl.2007.992

文献信息

• Alpha V integrin receptor antagonists
  申请人：——

  公开号：US20010053853A1

  公开（公告）日：2001-12-20

  The present invention relates to novel alkanoic acid derivatives thereof, their synthesis, and their use as &agr;v integrin receptor antagonists. More particularly, the compounds of the present invention are antagonists of the integrin receptors &agr;v&bgr;3 and/or &agr;v&bgr;5 and are useful for inhibiting bone resorption, treating and preventing osteoporosis, and inhibiting vascular restenosis, diabetic retinopathy, macular degeneration, angiogenesis, atherosclerosis, inflammatory arthritis, cancer, and metastatic tumor growth.

  本发明涉及新型烷基酸衍生物，其合成以及它们作为αv整合素受体拮抗剂的用途。更具体地说，本发明的化合物是αvβ3和/或αvβ5整合素受体的拮抗剂，可用于抑制骨吸收，治疗和预防骨质疏松症，并抑制血管再狭窄、糖尿病视网膜病变、黄斑变性、血管生成、动脉粥样硬化、炎症性关节炎、癌症和转移性肿瘤生长。
• Triflic Acid Catalyzed Reductive Coupling Reactions of Carbonyl Compounds with O-, S-, and N-Nucleophiles
  作者：Beate A. Gellert、Nils Kahlcke、Markus Feurer、Stefanie Roth

  DOI：10.1002/chem.201101819

  日期：2011.10.17

  Highly efficient metal‐free reductive coupling reactions of aldehydes and ketones with a range of nucleophiles in the presence of triflic acid (1–5 mol %) as the catalyst are presented. The reactions can be performed at ambient temperature without exclusion of moisture or air. A range of symmetrical and unsymmetrical ethers were obtained by this method in high yields and short reaction times. For the

  提出了在三氟甲磺酸（1-5 mol％）作为催化剂的情况下，醛和酮与一系列亲核试剂的高效无金属还原偶联反应。该反应可以在环境温度下进行，而不排除水分或空气。通过这种方法，可以以高收率和较短的反应时间获得一系列对称和不对称的醚。首次研究了附加功能化的影响。此外，在催化条件下已经实现了由酮形成的硫醚（通过添加未改性的硫醇）和由醛或酮形成的磺酰胺。
• Photolyse d'α-alcoxycyclanones
  作者：J.C. Arnould、J.P. Pete

  DOI：10.1016/0040-4020(75)80086-x

  日期：1975.1

  The photolysis of α-alkoxycyclohexanones and α-alkoxycyclopentanones in ethanol involves NII elimination of an alkoxy group. The proportion of cyclanone is higher when starting from α-alkoxycyclohexanones, and esters are isolated in low yields. No ester, but aldehydes are obtained from α-alkoxycyclopentanones. By photolysis of 2-methoxy norbornanone, only epimerisation is detected. Oxetanols are formed

  α-烷氧基环己酮和α-烷氧基环戊酮在乙醇中的光解涉及NII消除烷氧基。从α-烷氧基环己酮开始，环烷酮的比例较高，并且酯的分离产率低。没有酯，但是醛是从α-烷氧基环戊烷获得的。通过2-甲氧基降冰片烷酮的光解，仅检测到差向异构。仅由芳族酮，例如α-甲氧基四氢萘酮或α-甲氧基茚满酮，以令人满意的产率形成氧杂环丁烷。讨论了机械方面，包括激发态的性质。
• Deprotection of benzyl and p-methoxybenzyl ethers by chlorosulfonyl isocyanate–sodium hydroxide
  作者：Ji Duck Kim、Gyoonhee Han、Ok Pyo Zee、Young Hoon Jung

  DOI：10.1016/s0040-4039(02)02648-5

  日期：2003.1

  CSI-NaOH procedure provided a new and mild methodology for the deprotection of benzyl and p-methoxybenzyl ethers without affecting the other functional groups under similar reaction conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.
• ALPHA V INTEGRIN RECEPTOR ANTAGONISTS
  申请人：Merck & Co., Inc.

  公开号：EP1254116A1

  公开（公告）日：2002-11-06