(R,S)-(E)-3-Hydroxy-5,9-dimethyldeca-4,8-dien | 90660-62-1

• 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,S)-(E)-3-Hydroxy-5,9-dimethyldeca-4,8-dien
• 英文别名: Ethyl-Geraniol；4,8-Decadien-3-ol, 5,9-dimethyl-；(4E)-5,9-dimethyldeca-4,8-dien-3-ol
• CAS: 90660-62-1
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: PQUSMVMWVMGVGN-PKNBQFBNSA-N

物化性质

• 沸点：
  258.3±9.0 °C(Predicted)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R,S)-(E)-3-Hydroxy-5,9-dimethyldeca-4,8-dien 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以84%的产率得到(E)-5,9-dimethyldeca-4,8-dien-3-one
  参考文献：
  名称：

  Allylic Substitution for Construction of a Chiral Quaternary Carbon Possessing an Aryl Group

  摘要：

  Phenylcopper reagents derived from 2:1 PhMgBr/Cu(acac)(2) and 3:1:1 PhMgBr/Cu(acac)(2)/ZnI2 were found to be highly reactive and regioselective in the allylic substitution of gamma,gamma-disubstituted secondary allylic picolinates designed for construction of a quaternary carbon, whereas the previous 2:1 ArMgBr/CuBr center dot Me2S reagent and that with ZnX2 were unsuccessful. The generality of the ArMgBr/Cu(acac)(2) reagent was examined with enantiomerically enriched allylic picolinates, which furnished quaternary carbons with high efficiency in >92% regioselectivity and >97% chirality transfer. Two cyclohexanes with a quaternary carbon were synthesized by using these reagents.

  DOI：

  10.1021/jo400248y
• 作为产物：
  描述：

  香叶醇 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (R,S)-(E)-3-Hydroxy-5,9-dimethyldeca-4,8-dien
  参考文献：
  名称：

  Allylic Substitution for Construction of a Chiral Quaternary Carbon Possessing an Aryl Group

  摘要：

  Phenylcopper reagents derived from 2:1 PhMgBr/Cu(acac)(2) and 3:1:1 PhMgBr/Cu(acac)(2)/ZnI2 were found to be highly reactive and regioselective in the allylic substitution of gamma,gamma-disubstituted secondary allylic picolinates designed for construction of a quaternary carbon, whereas the previous 2:1 ArMgBr/CuBr center dot Me2S reagent and that with ZnX2 were unsuccessful. The generality of the ArMgBr/Cu(acac)(2) reagent was examined with enantiomerically enriched allylic picolinates, which furnished quaternary carbons with high efficiency in >92% regioselectivity and >97% chirality transfer. Two cyclohexanes with a quaternary carbon were synthesized by using these reagents.

  DOI：

  10.1021/jo400248y

文献信息

• [EN] SELECTIVE TRANSFER HYDROGENATION OF CITRAL OR ETHYL CITRAL<br/>[FR] HYDROGÉNATION SÉLECTIVE PAR TRANSFERT DE CITRAL OU ÉTHYLE CITRAL
  申请人：DSM IP ASSETS BV

  公开号：WO2015004116A1

  公开（公告）日：2015-01-15

  The present invention relates to a selective transfer hydrogenation of citral to geraniol/nerol and ethyl citral to ethyl geraniol/ethyl nerol.

  本发明涉及将柠檬醛选择性转移加氢成为香叶醇/香叶醇和柠檬醛乙酸乙酯转移加氢成为乙基香叶醇/乙基香叶醇的方法。
• [EN] SELECTIVE TRANSFER HYDROGENATION OF CITRAL OR ETHYL CITRAL<br/>[FR] HYDROGÉNATION PAR TRANSFERT SÉLECTIVE DU CITRAL OU DU CITRAL D'ÉTHYLE
  申请人：DSM IP ASSETS BV

  公开号：WO2015004088A1

  公开（公告）日：2015-01-15

  The present invention relates to a selective transfer hydrogenation of citral to geraniol/nerol and ethyl citral to ethyl geraniol/ethyl nerol.

  本发明涉及柠檬醛选择性转移加氢为香叶醇/香叶醇和柠檬醛乙酯转移加氢为乙基香叶醇/乙基香叶醇的方法。
• [EN] (S,Z)-3,7-DIMETHYLNON-6-EN-1-OL AND ITS USE AS FRAGRANCE<br/>[FR] (S,Z)-3,7-DIMÉTHYLNON-6-ÉN-1-OL ET SON UTILISATION COMME PARFUM
  申请人：GIVAUDAN SA

  公开号：WO2021198525A1

  公开（公告）日：2021-10-07

  A compound according to formula (IIa), which is (S,Z)-3,7-dimethylnon-6-en-1-ol Formula (IIa), and its use as fragrance.

  一种化合物，其化学式为（IIa），即（S,Z）-3,7-二甲基壬-6-烯-1-醇（式子如下），并且其用途为香料。
• TERPENOID ANALOGUES AND USES THEREOF FOR TREATING NEUROLOGICAL CONDITIONS
  申请人：Reed Mark A.

  公开号：US20130267571A1

  公开（公告）日：2013-10-10

  The present application provides a terpene analogue of Formula (I) or a pharmaceutically acceptable isomer, salt or ester thereof, and methods and uses thereof for treating neurological conditions such as pain in general and neuropathic pain. These terpene analogues can also be used to treat other electrical disorders in the central and peripheral nervous system. Also provided are methods of synthesizing the terpene analogues of Formula I.

  本申请提供了公式(I)的萜烯类似物或其药学上可接受的异构体、盐或酯，以及用于治疗神经疾病，如一般疼痛和神经病性疼痛的方法和用途。这些萜烯类似物还可以用于治疗中枢神经系统和外周神经系统中的其他电障碍。同时提供了合成公式I的萜烯类似物的方法。
• Synthesis of novel [1,2]-diamines with antituberculosis activity
  作者：Qingyi Meng、Huibing Luo、Yilang Chen、Tiancai Wang、Qizheng Yao

  DOI：10.1016/j.bmcl.2009.07.126

  日期：2009.9

  Guided by the metabolism information of SQ109, derivatives with substituted geranylamine moiety or substituted admantane ring of SQ109 were synthesized and evaluated as antituberculosis agents. Among all tested compounds, compound 11c showed the most potent antituberculosis activity with MIC value of 0.3 mu M against Mycobacterium tuberculosis H37Rv. (C) 2009 Elsevier Ltd. All rights reserved.