(R)-2,6-dimethyl-oct-2ξ-enedial | 105660-79-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (R)-2,6-dimethyl-oct-2ξ-enedial
• 英文别名: (R)-2,6-dimethyl-oct-2ξ-enedial；(R)-2,6-Dimethyl-oct-2ξ-endial
• CAS: 105660-79-5
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: PRTZFRDMCSQWSF-SECBINFHSA-N

物化性质

• 沸点：
  271.1±23.0 °C(Predicted)
• 密度：
  0.924±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  12.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-2,6-dimethyl-oct-2ξ-enedial 在 甲醇 、 sodium methylate 作用下， 生成 (4S,4abeta,7abeta)-4beta,7beta-二甲基八氢环戊烯并[c]吡喃-3-酮
  参考文献：
  名称：

  d-和l-异丁香菊酯及其相关化合物的合成

  摘要：

  从天然的d-香茅醛开始凝视，合成了d-铱和d-异艾罗霉素。1后者在氧化作用下提供了荆芥酸，其为荆芥内酯降解产物的对映体。两个样品的混合物提供了更高熔点的外消旋物。

  DOI：

  10.1016/0040-4020(59)80003-x
• 作为产物：
  描述：

  (+)-香茅醛 在 selenium(IV) oxide 、 乙醇 作用下， 生成 (R)-2,6-dimethyl-oct-2ξ-enedial
  参考文献：
  名称：

  Sites of Conditional Essential Fatty Acid Deficiency in End Stage Liver Disease

  摘要：

  Background: End stage liver disease (ESLD) is a devastating illness. Its protean manifestations involve many different aspects of disturbed hepatic function. One consequence of ESLD is a decrease in plasma levels of very long chain polyunsaturated fatty acids (VL‐PUFAs), particularly arachidonic acid (AA) and docosahexaenoic acid (DHA), the former important for eicosanoid metabolism and the latter for retinal and brain membrane structure. The purpose of this study was to define the VL‐PUFA changes in liver disease by comparing plasma and tissue levels of VL‐PUFAs in controls to patients with ESLD. Methods: Fatty acid profiles from plasma, red blood cell (RBC) membranes, muscle, liver, and fat tissue from ESLD patients undergoing liver transplants were measured and compared with control patients undergoing elective liver resection. Results: Fatty acid profiles from plasma and RBC membranes showed significant decreases in AA and DHA levels in patients with ESLD compared with controls. However, there were no significant differences in tissue fatty acid composition between ESLD patients and controls. Conclusions: ESLD affects the liver's ability to maintain circulating levels of AA and DHA, and thereby presumably RBC membrane levels. However, solid tissues appear not to be affected by ESLD. Although the mechanism for these changes remains to be defined, it is consistent with hepatic impairment of elongation and desaturation to produce VL‐PUFA for transport. The present results also suggest that dietary interventions to include preformed VL‐PUFA rather than their precursors, linoleic and alpha linolenic acid, would be needed to normalize plasma VL‐PUFA levels in patients with ESLD. (journal of Parenteral and Enteral Nutrition 25:188–193, 2001)

  DOI：

  10.1177/0148607101025004188

文献信息

• Enantiospecific Synthesis of Nepetalactones by One-Step Oxidative NHC Catalysis
  作者：Wacharee Harnying、Jörg-M. Neudörfl、Albrecht Berkessel

  DOI：10.1021/acs.orglett.9b04034

  日期：2020.1.17

  An efficient oxidative NHC-catalyzed one-step transformation of (S)- or (R)-8-oxocitronellal to nepetalactone (NL) in enantio- and diastereomerically pure form has been developed. Several new and "easy to make" N-Mes- or N-Dipp-substituted 1,2,4-triazolium salts carrying nitroaromatic groups on N1 were synthesized and evaluated as precatalysts in combination with base and stoichiometric organic oxidant

  已经开发了一种有效的氧化NHC催化的对映体和非对映体纯形式的（S）-或（R）-8-氧鞘甾醇向荆芥内酯（NL）的一步转化。合成了几种在N1上带有硝基芳族基团的新型且易于制造的N-Mes或N-Dipp取代的1,2,4-三唑鎓盐，并与碱和化学计量有机氧化剂一起作为预催化剂进行了评估。在优化的条件下，NLs的收率非常好，在温和条件下非对映异构纯。所使用的氧化剂可在操作简单的条件下回收和再循环。
• 2, 6-dimethyloct-2-en-1, 8-dial and process of manufacture
  申请人：SHELL OIL CO

  公开号：US03010997A1

  公开（公告）日：1961-11-28