(2S,4R)-5-azido-2,4-dimethylpentan-1-ol | 545445-81-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (2S,4R)-5-azido-2,4-dimethylpentan-1-ol
• 英文别名: (2S,5R)-5-azido-2,4-dimethylpentan-1-ol
• CAS: 545445-81-6
• 化学式: C₇H₁₅N₃O
• 分子量: 157.216
• InChiKey: SOFQMAFMVYCFOO-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.99
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2S,4R)-5-azido-2,4-dimethylpentan-1-ol 在 4-二甲氨基吡啶 、 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 Benzene, [[(2S,4R)-5-azido-2,4-dimethylpentyl]sulfonyl]-
  参考文献：
  名称：

  构型柔性β-发夹模拟物的合成

  摘要：

  合理的构象设计使我们合成了ω-酰胺基十一碳酰胺4，通过理论方法（模拟退火技术）以及NMR和IR光谱法表明，该混合物具有形成对应于天然β -II的构象的高趋势。尽管拥有构象完全灵活的开链主链，但它仍为'型发夹。

  DOI：

  10.1002/hlca.200290020
• 作为产物：
  描述：

  (2S,4R)-2,4-dimethyl-5-(tosyloxy)pentyl acetate 在 sodium azide 、 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 生成 (2S,4R)-5-azido-2,4-dimethylpentan-1-ol
  参考文献：
  名称：

  Antibodies with Broad Specificity to Azaspiracids by Use of Synthetic Haptens

  摘要：

  The development of general, sensitive, portable, and quantitative assays for the azaspiracid (AZA) class of marine toxins is urgently needed. Use of a synthetic hapten containing rings F-I of AZA to generate antibodies that cross-react with the AZAs via their common C28-C40 domain and use of these antibodies in ELISA and immunoaffinity columns are reported. This approach has many advantages over using intact azaspiracids (AZAs) derived from environmental samples or total synthesis as haptens for antibody development. A derivative of the levorotatory C28-C40 azaspiracid domain (1) was synthesized efficiently using a one-pot Staudinger reduction/intramolecular aza-Wittig reaction-imine capture sequence to form the H-I ring spiroaminal and a double intramolecluar hetero-Michael addition to assemble the F-G ring ketal. Conjugation of the hapten 1 to cBSA and immunization in sheep generated antibodies that recognized and bound to ovalbumin-conjugated 1 in the absence of AZA1. This binding was inhibited by 1 in a concentration-dependent manner. A mixture of AZA1, AZA2, AZA3, and AZA6 caused a degree of inhibition of antibody binding consistent with its total AZA content, rather than just its content of AZA1. This result suggests that the antibodies also have a similar affinity for AZA2, AZA3, and AZA6 as they do for AZA1 and that such antibodies are suitable for analysis of AZAs in shellfish samples.

  DOI：

  10.1021/ja066971h