(S)-乳酸辛酯 | 51191-33-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (S)-乳酸辛酯
• 英文名称: octyl lactate
• 英文别名: n-octyl L-lactate；octyl (S)-2-hydroxypropanoate；(-)(S)-2-Hydroxy-propionsaeure-octylester；octyl (S)-lactate；Propanoic acid, 2-hydroxy-, octyl ester, (2S)-；octyl (2S)-2-hydroxypropanoate
• CAS: 51191-33-4
• 化学式: C₁₁H₂₂O₃
• 分子量: 202.294
• InChiKey: SFBIZPBTKROSDE-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 (S)-乳酸辛酯 在 偶氮二甲酸二叔丁酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到4-({[(2R)-1-octyloxy-1-oxopropan-2-yl]oxy}carbonyl)phenyl 4-(4-propylcyclohexyl)benzoate
  参考文献：
  名称：

  The Chiral Pool as Valuable Natural Source: New Chiral Mesogens Made From Lactic Acid

  摘要：

  Twenty new enantiopure chiral materials have been synthesized, showing liquid crystalline phases of smectic (SmA*), twisted grain boundary (TGB) and cholesteric (N*) type. The central ester-linkage as well as the length of the attached alkyl-chains were varied in a systematic way and the effects of these structural changes on the liquid crystalline properties have been studied. The liquid crystalline phases were characterized by means of differential scanning calorimetry, polarisation microscopy as well as small angle X-ray diffraction (SAXS).

  DOI：

  10.1080/15421406.2011.569689
• 作为产物：
  描述：

  辛醇 、 L-乳酸 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以35.3%的产率得到(S)-乳酸辛酯
  参考文献：
  名称：

  [EN] COMPOUNDS USEFUL IN HIV THERAPY
  [FR] COMPOSÉS UTILES DANS LA THÉRAPIE DU VIH

  摘要：

  这项发明涉及公式（I）的化合物，其盐，药物组合物，以及治疗或预防HIV的方法。

  公开号：

  WO2021194828A1

文献信息

• Schlenk,W., Justus Liebigs Annalen der Chemie, 1973, p. 1156 - 1178
  作者：Schlenk,W.

  DOI：——

  日期：——
• Asymmetric Synthesis of 2,3-Dihydro-4-pyranones by Reaction of Chiral 3-Alkoxycyclobutanone and Aldehydes
  作者：Shoko Negishi、Hiroyuki Ishibashi、Jun-ichi Matsuo

  DOI：10.1021/ol1021355

  日期：2010.11.5

  Chiral cyclobutanone which had ethyl L-lactate as a chiral auxiliary at the 3-position reacted with aldehydes to give 2,3-dihydro-4-pyranones in up to 93% ee by combined use of titanium(IV) chloride and tin(II) chloride.
• Mesomorphic and structural properties of liquid crystal possessing a chiral lactate unit
  作者：Banani Das、Anamika Pramanik、Malay Kumar Das、Alexej Bubnov、Věra Hamplová、Miroslav Kašpar

  DOI：10.1016/j.molstruc.2012.01.017

  日期：2012.4

  The mesomorphic and structural properties of the chiral lactic acid derivative 4'-(1-(octyloxy)-1-oxopropan-2-yloxy) biphenyl-4-yl 4-(decyloxy)benzoate have been studied. The compound shows the blue phase (BPII), the cholesteric (N*), the TGB(A) and the paraelectric SmA* phases over a broad temperature range. Polarising optical microscopy, differential scanning calorimetry, optical transmission, X-ray diffraction and dielectric spectroscopy studies have been performed. In the SmA* phase the layer spacing (d) values are found to be slightly temperature dependent and suggest that there is no bi-layer association present in the mesophase. In the TGB(A) phase, the d values show strong temperature dependence near SmA*-TGB(A) phase transition, indicating pre-transitional effect. The temperature dependence of scattered X-ray intensities indicate the appearance of long range smectic ordering at the N*-TGB(A) phase transition. Near the TGB(A)-SmA* phase boundary strong SmA* fluctuations predominate. This behaviour is also observed from the temperature dependence of the d values. The transverse correlation lengths, xi(perpendicular to), diverge near the N*-TGB(A) phase transition indicating second order phase transition. (C) 2012 Elsevier B.V. All rights reserved.
• [EN] COMPOUNDS USEFUL IN HIV THERAPY<br/>[FR] COMPOSÉS UTILES DANS LA THÉRAPIE DU VIH
  申请人：VIIV HEALTHCARE CO

  公开号：WO2021194828A1

  公开（公告）日：2021-09-30

  The invention relates to compounds of Formula (I), salts thereof, pharmaceutical compositions thereof, as well as methods of treating or preventing HIV in subjects.

  这项发明涉及公式（I）的化合物，其盐，药物组合物，以及治疗或预防HIV的方法。
• The Chiral Pool as Valuable Natural Source: New Chiral Mesogens Made From Lactic Acid
  作者：F. Brombach、J. M. Neudörfl、D. Blunk

  DOI：10.1080/15421406.2011.569689

  日期：2011.6.30

  Twenty new enantiopure chiral materials have been synthesized, showing liquid crystalline phases of smectic (SmA*), twisted grain boundary (TGB) and cholesteric (N*) type. The central ester-linkage as well as the length of the attached alkyl-chains were varied in a systematic way and the effects of these structural changes on the liquid crystalline properties have been studied. The liquid crystalline phases were characterized by means of differential scanning calorimetry, polarisation microscopy as well as small angle X-ray diffraction (SAXS).