12-(tetrahydropyran-2'-yloxy)dodecanal | 106484-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 12-(tetrahydropyran-2'-yloxy)dodecanal
• 英文别名: 12-((tetrahydro-2H-pyran-2-yl)oxy)dodecanal；12-[(Oxan-2-yl)oxy]dodecanal；12-(oxan-2-yloxy)dodecanal
• CAS: 106484-80-4
• 化学式: C₁₇H₃₂O₃
• 分子量: 284.439
• InChiKey: RSBOFIGSCSSBQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  390.0±27.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  12-(tetrahydropyran-2'-yloxy)dodecanal 在 三乙基硅烷 、 sodium hydroxide 、 三氟乙酸 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 12-phenyldodecan-1-ol
  参考文献：
  名称：

  通过直接金属化合成缅甸紫胶树树汁中发现的3-（ω-苯基烷基）邻苯二酚，酚类脂

  摘要：

  通过定向金属化合成3-（ω-苯基烷基）邻苯二酚。

  DOI：

  10.1039/c39860001234
• 作为产物：
  描述：

  12-(四氢吡喃-2'-氧基)十二烷-1-醇 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到12-(tetrahydropyran-2'-yloxy)dodecanal
  参考文献：
  名称：

  苯硒酸酐对苄基位置的醇进行选择性氧化。

  摘要：

  在约70℃在叔丁基过氧化氢在氯苯中在氯苯中存在的情况下，苯乙烯酸酐是一种有效的氧化剂，用于选择性氧化苄基上的醇。

  DOI：

  10.1248/cpb.52.1009

文献信息

• Intramolecular ring closure of α,β-epoxy sulfoxides with hydroxyl group: A novel synthesis of 2-acyl cyclic ethers and 3-keto cyclic ethers
  作者：Tsuyoshi Satoh、Ken-ichi Iwamoto、Koji Yamakawa

  DOI：10.1016/s0040-4039(00)96159-8

  日期：1987.1

  Exo-trigonal-type intramolecular ring closure of the α,β-epoxy sulfoxides with hydroxyl group gave 2-acyl cyclic ethers (5, 6, and 13 membered rings) in good yields. In contrast to this, endo-trigonal-type ring closure of the α,β-epoxy sulfoxides was rather difficult.

  具有羟基的α，β-环氧亚砜的外三角型分子内环闭合以良好的产率得到2-酰基环醚（5、6和13元环）。与此相反，α，β-环氧亚砜的内三角型闭环是相当困难的。
• Studies on the terpenoids and related alicyclic compounds XXXIX. A synthesis of .ALPHA.-methylene-.GAMMA.-lactones fused to medium and large rings by intramolecular cyclization of formylated allyl halides.
  作者：Kiyoshi NISHITANI、Masashi ISOZAKI、Koji YAMAKAWA

  DOI：10.1248/cpb.38.28

  日期：——

  Carbocyclic rings fused to an α-methylene-γ-lactone unit were synthesized from ω-formylated β-ethoxycarbonylallyl halides (4a-g) through intramolecular cyclization by the use of a low-valent chromium reagent, prepared from CrCl3 and LiAlH4, in N, N-dimethylformamide. α-Methylene-γ-lactones fused to medium (eight-membered) or large (twelve-and fourteen-membered) ring system (5a, c and d) were synthesized by this method in good to fairly good yields. However, the formylated allyl halide (4b), expected to afford a ten-membered carbocyclic ring system, gave dilactones fused to a twenty-membered ring unit even under a high dilution reaction condition.

  与α-亚甲基-γ-内酯单元融合的碳环是通过将ω-甲酰化的β-乙氧基碳酰丙烯卤化物（4a-g）在N,N-二甲基甲酰胺中与低价铬试剂（由CrCl3和LiAlH4制备）通过分子内环化反应合成的。通过这种方法，融合中环（八元环）或大环（十二元和十四元环）系统的α-亚甲基-γ-内酯（5a、c和d）以良好到相当好的产率合成。然而，预计能形成十元碳环系统的甲酰化丙烯卤化物（4b），即使在高稀释反应条件下也只给出了与二十元环单元融合的二内酯。
• 2-AMINO-1,3-PROPANEDIOL COMPOUND AND IMMUNOSUPPRESSANT
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0627406A1

  公开（公告）日：1994-12-07

  A 2-amino-1,3-propanediol compound represented by general formula (I) or a pharmaceutically acceptable salt thereof, and an immunosuppressant containing the same as the active ingredient. In said formula R represents optionally substituted linear or branched carbon chain, optionally substituted aryl or optionally substituted cycloalkyl; and R2, R3, R4 and R5, which may be the same or different from one another, represent each hydrogen, alkyl, aralkyl, acyl or alkoxycarbonyl. The compound is immunodepressant and useful as an inhibitor against rejection in organ or bone marrow transplantation, as a preventive or remedy for autoimmune diseases and so forth, or a reagent in the medical and pharmaceutical fields.

  一种由通式(I)代表的2-氨基-1,3-丙二醇化合物或其药学上可接受的盐，以及一种以其为活性成分的免疫抑制剂。在所述式中，R 代表任选取代的直链或支链碳链、任选取代的芳基或任选取代的环烷基；而 R2、R3、R4 和 R5（它们彼此可以相同或不同）分别代表氢、烷基、芳烷基、酰基或烷氧基羰基。该化合物具有免疫抑制作用，可作为器官移植或骨髓移植中的排斥抑制剂、自身免疫性疾病的预防或治疗药物等，也可作为医疗和制药领域的试剂。
• 10.1016/j.tet.2024.134069
  作者：Mahajan, Prashant、Rode, Suryakant R.、Thakur, Ravi、Shirsath, Mahesh K.、Dadhaniya, Bhavik、Doss, Rajesh、Khan, Nadeem A.

  DOI：10.1016/j.tet.2024.134069

  日期：——

  ways to synthesize fatty acids, the chemical synthesis route offers more advantages in terms of versatility and targeted synthesis. Though remarkable achievements have been made in the field of fatty acid synthesis, it is still in the preliminary stage of optimization. In this paper, we wish to report a more practical & scalable approach for the synthesis of fatty acids with carbon atoms ranging from

  植物和动物来源的脂肪酸是化学工业的重要可再生原料。在过去的二十年里，它们的应用增加了数倍。虽然合成脂肪酸的方法有很多种，但化学合成路线在通用性和合成目标方面更具优势。尽管脂肪酸合成领域已经取得了显著成果，但仍处于初步优化阶段。在本文中，我们希望报告一种更实用且可扩展的合成碳原子数为 20 至 45 的脂肪酸的方法。
• Products of Cytochrome P450_BioI (CYP107H1)-Catalyzed Oxidation of Fatty Acids
  作者：Max J. Cryle、Nick J. Matovic、James J. De Voss

  DOI：10.1021/ol035254e

  日期：2003.9.1

  [GRAPHICS]Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(Biol) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C-14 fatty acids and the 11- to 15-hydroxy C-16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(Biol) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.