S-(+)-5-hydroxy-1-nonanol | 310419-97-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: S-(+)-5-hydroxy-1-nonanol
• 英文别名: (S)-(+)-5-hydroxynonanol；(5S)-1,5-nonanediol；(5S)-nonane-1,5-diol
• CAS: 310419-97-7
• 化学式: C₉H₂₀O₂
• 分子量: 160.257
• InChiKey: SJPUAGVKXXPKCD-VIFPVBQESA-N

物化性质

• 沸点：
  267.7±8.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  S-(+)-5-hydroxy-1-nonanol 在 三乙烯二胺 、 氢氧化钾 、 二乙胺基三氟化硫 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 (R)-(+)-5-fluorononanol
  参考文献：
  名称：

  Synthesis and Properties of Ferroelectric Liquid Crystals Derived from 5-Alkyl-δ-Valerolactones

  摘要：

  New homologous FLCs (I similar to II-n [n=1 similar to4]) derived from optically active 5-alkyl-6-valerolactones were synthesized. Their mesomorphic properties were systematically investigated with respect to their molecular structures, which were different in terms of the length of an alkyl group attached to a chiral centre and the direction of phenylpyrimidyl group. For compounds type I-n, with pyrimidyl group conjugated to the terminal position carrying chiral 5-fluoro-alkyloxy tail, elongation of the attached alkyl groups enhanced the stability of the chiral smectic C phase, while the other type, with pyrimidyl group conjugated to the terminal position carrying achiral alkyloxy tail, showed no remarkable alteration in the stability of the phase. Short optical response time (22 mus, 80 degreesC[Tc-T=10K]) was found for the FLC II-3 that has almost the same magnitude of spontaneous polarization (25nCcm(-2), 80 degreesC[Tc-T=10K]) with that of 11-4.

  DOI：

  10.1080/10587250008023865
• 作为产物：
  描述：

  丁基环氧乙烷 在 Pd-BaSO₄ 正丁基锂 、 Jacobsen's catalyst 、 水 、 氢气 、 对甲苯磺酸 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 异丙醇 、 甲苯 为溶剂， 反应 60.0h， 生成 S-(+)-5-hydroxy-1-nonanol
  参考文献：
  名称：

  螺乙缩醛的生物合成：（+/-）-1,7-dioxaspiro [5.5]十一烷在小球藻（Bactrocera cacuminata）和油小杆菌（Bactrocera oleae）中。

  摘要：

  [反应：见正文]提出了一种生物合成方案，合理化了果蝇Bactrocera cacuminata和Bactrocera oleae（橄榄果蝇）中（+/-）-1,7-dioxaspiro [5.5]十一烷（5）的形成。结合氘标记的酮醛（10），1,5-壬二醇（11）和1,5,9-壬三醇（12）的掺入研究以及我们先前的发现5的两个氧原子均来自双氧是有力的证据。解释了天然螺缩醛5的外消旋条件，除其他外，已证明二氢吡喃（18）并不是通往5的重要中间体。

  DOI：

  10.1021/ol050143w

文献信息

• NOVEL CYCLOSPORIN DERIVATIVES AND USES THEREOF
  申请人：SU Zhengyu

  公开号：US20160039879A1

  公开（公告）日：2016-02-11

  The present invention relates to a compound of the Formula (I)): or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, and hair loss.

  本发明涉及公式（I）的化合物或其药学上可接受的盐，其中符号如规范中定义；包括该化合物的制药组合物，一种用于治疗或预防病毒感染、炎症、干眼症、中枢神经系统疾病、心血管疾病、癌症、肥胖症、糖尿病、肌肉萎缩症和脱发的方法。
• Optical Resolution of 5-Alkyl-δ-Valerolactones and Synthesis of Optically Active 5-Fluoroalkanols
  作者：Asep Riswoko、Yoshio Aoki、Takuji Hirose、Hiroyuki Nohira

  DOI：10.1080/10242430210707

  日期：2002.1

  Optical resolutions of 5-alkyl-delta-valerolactones were carried out by derivatization to the diastereomeric amides, in which (R)-(+)1-(1-naphthyl)ethylamine or (S)-(-)-1-phenylethylamine were used as resolving agents. Optically active 5-fluoroalkanols, useful intermediates for fluorinated ferroelectric liquid crystals, were derived from the resolved lactones in four steps without racemization.