L-lactic acid decyl ester | 51191-35-6

• 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: L-lactic acid decyl ester
• 英文别名: decyl (S)-2-hydroxypropanoate；(-)(S)-2-Hydroxy-propionsaeure-decylester；2-Hydroxy-propionic acid decyl ester；decyl (2S)-2-hydroxypropanoate
• CAS: 51191-35-6
• 化学式: C₁₃H₂₆O₃
• 分子量: 230.348
• InChiKey: FUGCGCXGFWNOSY-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  L-lactic acid decyl ester 在 4-二甲氨基吡啶 、 palladium on activated charcoal 、 氢气 、 乙酸酐 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 35.0h， 生成 4-formaminobenzoyl-L-lactic acid decyl ester
  参考文献：
  名称：

  Helix-Sense Controlled Polymerization of a Single Phenyl Isocyanide Enantiomer Leading to Diastereomeric Helical Polyisocyanides with Opposite Helix-Sense and Cholesteric Liquid Crystals with Opposite Twist-Sense

  摘要：

  We report the unprecedented helix-sense controlled polymerization of enantiomerically pure phenyl isocyanides bearing an l- or d-alanine pendant with a long alkyl chain. The polymerization with an achiral nickel catalyst diastereoselectively proceeds, resulting in either a right- or left-handed helical polymer, whose helix-sense can be controlled by the polymerization solvent and temperature. Both the diastereomeric right- and left-handed helical polymers further self-assemble into lyotropic cholesteric liquid crystals with opposite twist-senses. Consequently, the macromolecular helicity and mesoscopic, supramolecular cholesteric twist can be controlled by the molecular chirality of the pendant of a single enantiomeric phenyl isocyanide through the polymerization under either kinetic or thermodynamic control assisted by hydrogen bonds. High-resolution atomic force microscopy revealed their helical conformations and enabled the determination of the helical sense.

  DOI：

  10.1021/ja0576536
• 作为产物：
  描述：

  L-乳酸 、 癸醇 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以17.57 g的产率得到L-lactic acid decyl ester
  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

• Polyisocyanide Derivative Having Controlled Helical Main Chain Structure
  申请人：Okoshi Kento

  公开号：US20090030227A1

  公开（公告）日：2009-01-29

  The object is to provide: a method for producing a polymer having a stable right-handed or left-handed helical structure from a single type of monomer in a per-selective manner and controlling the proportion between a polymer having the right-handed helical structure and a polymer having the left-handed helical structure; and a polymeric material which can be used for the formation of any of the right-handed and left-handed helical structures. Thus, disclosed are: a method for production of a polyisocyanide derivative having a stable helical main chain structure with a right-handed or left-handed helix or a mixture thereof from a single type of monomer by polymerizing an aromatic isocyanate having a substituent harboring a structure —CONH in the aromatic ring and a hydrophobic moiety having 6 or more carbon atoms in a polymerization solvent, wherein the direction of the helix depends on the polarity of the polymerization solvent; a poly(aromatic isocyanide) derivative produced by the method; and an aromatic isocyanide which is useful as a monomer for use in the production of the poly(aromatic isocyanide) derivative.

  本发明旨在提供以下内容：一种从单一类型的单体中以选择性的方式制备具有稳定右旋或左旋螺旋结构的聚合物的方法，并控制具有右旋螺旋结构的聚合物和具有左旋螺旋结构的聚合物之间的比例；以及可用于形成任何右旋和左旋螺旋结构的聚合材料。因此，本发明揭示了：通过在聚合溶剂中聚合具有芳香环上具有结构—CONH的取代基和具有6个或更多碳原子的疏水基团的芳香异氰酸酯，从单一类型的单体中制备具有稳定螺旋主链结构的右旋或左旋螺旋或其混合物的聚异氰酸酯衍生物的制备方法，其中螺旋的方向取决于聚合溶剂的极性；通过该方法制备的聚（芳香异氰酸酯）衍生物；以及用于制备聚（芳香异氰酸酯）衍生物的单体芳香异氰酸酯。
• Construction of Helically Stacked π‐Electron Systems in Poly(quinolylene‐2,3‐methylene) Stabilized by Intramolecular Hydrogen Bonds
  作者：Yuki Kataoka、Naoya Kanbayashi、Naoka Fujii、Taka‐aki Okamura、Takeharu Haino、Kiyotaka Onitsuka

  DOI：10.1002/anie.202002734

  日期：2020.6.22

  cyclo‐copolymerization of an o ‐allenylaryl isocyanide. In the resulting polymer, the neighboring quinoline rings of the main chain form a layered structure with π–π interactions, which is stabilized by intramolecular hydrogen bonds. The vicinal quinoline units form two independent helices and the whole molecule is a twisted‐tape structure. This structure is established on the basis of UV/CD spectra, theoretical

  由分子中的分层π电子系统组成的π堆叠聚合物可望用于分子电子设备中。但是，在聚合物中构建稳定的π堆积结构具有很大的挑战性，因为它需要复杂的设计和精确的合成方法。在这里，我们提出了一种基于聚（喹啉-2,3-亚甲基）的新型π-堆叠结构，该结构以丙氨酸衍生物为侧链，是通过邻位的活性环共聚获得的。烯丙基芳基异氰化物。在最终的聚合物中，主链上相邻的喹啉环形成具有π-π相互作用的层状结构，该结构通过分子内氢键得以稳定。邻近的喹啉单元形成两个独立的螺旋，整个分子是扭曲的带状结构。该结构是基于UV / CD光谱，理论计算和原子力显微镜建立的。
• Schlenk,W., Justus Liebigs Annalen der Chemie, 1973, p. 1156 - 1178
  作者：Schlenk,W.

  DOI：——

  日期：——
• 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).
• US7619109B2
  申请人：——

  公开号：US7619109B2

  公开（公告）日：2009-11-17