pentadecyllithium | 52189-71-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: pentadecyllithium
• CAS: 52189-71-6
• 化学式: C₁₅H₃₁Li
• 分子量: 218.352
• InChiKey: YOWAYSMJBVMWSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  16.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  pentadecyllithium 在 六甲基磷酰三胺 、 sodium hydroxide 、 copper(l) iodide 、 dimethyl sulfide borane 、 双氧水 、 三乙胺 作用下， 反应 50.0h， 生成 3-Pentadecyl-cyclohexane-1,2-diol
  参考文献：
  名称：

  Saturated analogs of poison ivy allergens. Synthesis of trans,trans- and cis,trans-3-alkyl-1,2-cyclohexanediols and sensitizing properties in allergic contact dermatitis

  摘要：

  Saturated analogues of poison ivy and oak allergens (3-alkylcatechols), i.e. trans,trans-3-alkyl-1,2-cyclohexanediols (alkyl = CH3, n-C5H11, n-C10H21, n-C15H31), have been prepared and used to sensitize guinea pigs. Only long-chain derivatives (carbon chain length greater than C10) are contact sensitizers. The sensitized animals cross-react to PDC (i.e. pentadecylcatechol, one of the allergens of poison ivy), but the converse is not true (PDC-sensitized animals do not react to cyclohexanediols). cis,trans-3-n-Pentadecyl-1,2-cyclohexanediol has also been synthesized and shown to be a sensitizer. There is not cross-reaction between trans,trans- and cis,trans-3-n-pentadecylcyclohexanediols, excluding a common skin metabolite.

  DOI：

  10.1021/jm00152a018

文献信息

• Synthesis of carbonyl and dicarbonyl compounds from organometallic reagents and N-imidazolium-N-methyl amides and bis-amides
  作者：María A. de las Heras、Juan J. Vaquero、JoséL. García Navio、Julio Alvarez-Builla

  DOI：10.1016/0040-4020(96)00882-4

  日期：1996.11

  A new method for the synthesis of selective acylating agents is described from the reaction of carboxylic acids with 3-methyl-1-methylamino-3H-imidazol-1-ium salts in the presence of appropriate coupling reagents. The amides and bis-amides thus prepared reacted selectively with organometallics to afford ketones and diketones and with DIBALH to give aldehydes and dialdehydes in high yields.

  在适当的偶联剂存在下，由羧酸与3-甲基-1-甲基氨基-3 H-咪唑-1-鎓盐的反应描述了一种合成选择性酰化剂的新方法。如此制备的酰胺和双酰胺与有机金属选择性反应，得到酮和二酮，与DIBALH反应以高产率得到醛和二醛。
• Straightforward Synthesis of Sphinganines via a Serine-derived Weinreb Amide
  作者：Regina C. So、Rachel Ndonye、Douglas P. Izmirian、Stewart K. Richardson、Robyn L. Guerrera、Amy R. Howell

  DOI：10.1021/jo030355b

  日期：2004.4.1

  Sphinganines can be synthesized in just three steps from easily prepared serine-derived Weinreb amide 4. Pre-deprotonation of the acidic (N-H and O-H) protons of 4 allows for its efficient conversion to amino ketones 5. Such ketones can be selectively reduced to either erythro- or threo-sphinganines. Partially protected sphinganines 11 are also readily accessible in five steps from 4. Thus, Weinreb amide 4 represents one of the most versatile templates described to date for sphinganine synthesis.
• Reaction of -benzoquinone bisacetals with organolithiums. A novel route to substituted veratroles
  作者：Yoshiyuki Kikuchi、Yoko Hasegawa、Masakatsu Matsumoto

  DOI：10.1016/s0040-4039(00)87299-8

  日期：1982.1
• DURRANI A. A.; TYMAN J. H. P., J. CHEM. SOC. PERKIN TRANS., PART 1, 1979, NO 8, 2079-2087
  作者：DURRANI A. A.、 TYMAN J. H. P.

  DOI：——

  日期：——
• KIKUCHI, YOSHIYUKI;HASEGAWA, YOKO;MATSUMOTO, MASAKATSU, TETRAHEDRON LETT., 1982, 23, N 21, 2199-2202
  作者：KIKUCHI, YOSHIYUKI、HASEGAWA, YOKO、MATSUMOTO, MASAKATSU

  DOI：——

  日期：——