(3R)-3-cyclohexyl-3-hydroxypropanoic acid | 119639-04-2

• 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: (3R)-3-cyclohexyl-3-hydroxypropanoic acid
• CAS: 119639-04-2
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: LXMZSQUIERKWQN-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R)-3-cyclohexyl-3-hydroxypropanoic acid 生成 (1R,4R)-1,4-dicyclohexylbutane-1,4-diol
  参考文献：
  名称：

  Burk, Mark J.; Harper, T. Gregory P.; Kalberg, Christopher S., Journal of the American Chemical Society, 1995, vol. 117, # 15, p. 4423 - 4424

  摘要：

  DOI：
• 作为产物：
  描述：

  3-cyclohexyl-3-hydroxypropanoic acid 生成 (3R)-3-cyclohexyl-3-hydroxypropanoic acid
  参考文献：
  名称：

  以（-）-薄荷酮为手性模板拆分和不对称合成3-羟基羧酸

  摘要：

  衍生自（-）-薄荷酮的1,3-二恶烷-4-酮6和7可用于拆分3-羟基羧酸和2-取代的3-羟基羧酸的不对称合成。

  DOI：

  10.1039/c39930001367

文献信息

• Diastereoselective Allylation of Aldehydes with an Enantiopure 2-Sulfinylallyl Halide under Environmentally Friendly Barbier-Type Conditions
  作者：Francesc Márquez、Amadeu Llebaria、Antonio Delgado

  DOI：10.1021/ol991412j

  日期：2000.2.1

  [reaction: see text] A simple, efficient, and diastereoselective zinc-promoted allylation of aldehydes with enantiopure (Ss)-3-chloro-2-(p-tolylsulfinyl)-1-propene [(Ss)-1] under aqueous Barbier conditions is described. The observed diastereoselectivity can be explained via an acyclic antiperiplanar transition state model.

  [反应：参见正文]在Barbier水溶液中，一种简单，有效且非对映选择性的锌促进醛与对映纯（Ss）-3-氯-2-（对甲苯基亚磺酰基）-1-丙烯[（Ss）-1]进行的烯丙基化烯丙基化反应条件描述。观察到的非对映选择性可以通过非环状反平面过渡态模型来解释。
• Optically pure, crystalline ‘acetate’-aldols from N-acetylbornane-10,2-sultam
  作者：Wolfgang Oppolzer、Christian Starkemann

  DOI：10.1016/s0040-4039(00)92209-3

  日期：1992.4

  O-Silylation of N-acetylsultam 2 gives O-silyl-N,O-ketene acetal 3 which undergoes TiCl4 promoted addition to aromatic and aliphatic aldehydes to afford, after flash chromatography, diastereomerically pure, crystalline aldols 5 which are readily converted to enantiomerically pure β-hydroxy carboxylic acids or esters.

  ø的-Silylation Ñ -acetylsultam 2给出ø -silyl- Ñ，ö -ketene缩醛3其经历的TiCl 4促进除了芳族和脂族醛，得到，快速色谱法后，非对映异构纯的结晶羟醛5被容易地转化为对映异构体纯β-羟基羧酸或酯。
• Asymmetric Synthesis of Functionalized Secondary Alcohols by Catalytic Ring-Cleavage Reactions of Cyclic Acetals Derived from (<i>R</i>)-1,3-Butanediol
  作者：Motoharu Kinugasa、Toshiro Harada、Takayuki Egusa、Katsuhiro Fujita、Akira Oku

  DOI：10.1246/bcsj.69.3639

  日期：1996.12

  t-BuS, EtS, EtO, Ph) (1.1-1.5 molar amount), chiral cyclic acetals 6 derived from (R)-1,3-butanediol and aldehydes undergo an efficient ring-cleavage reaction with the inversion of the stereochemistry at the acetal carbon to give the anti isomer of the corresponding products with high stereoselectivity. The reaction is applicable to acetals derived from aromatic, aliphatic, and α,β-unsaturated aldehydes

  在催化量（0.1-0.2摩尔量）的2-苯基-1,3,2-oxazaborolidin-5-one存在下，由二氯苯基硼烷和N-(三氟甲基磺酰基)-L-苯丙氨酸反应制备，和烯醇甲硅烷基醚 ((R2)2C=C(R3)OTMS；R3 = t-BuS、EtS、EtO、Ph)（1.1-1.5 摩尔量），衍生自 (R)-1,3-丁二醇的手性环状缩醛 6醛类经过有效的开环反应，在缩醛碳上发生立体化学的反转，得到具有高立体选择性的相应产物的反异构体。该反应适用于芳香族、脂肪族和α,β-不饱和醛衍生的缩醛。不仅烯醇甲硅烷基醚，而且甲代烯丙基三甲基硅烷和烯丙基三丁基锡都可以用作亲核试剂，导致相应烯丙基化环裂解产物的反异构体的选择性形成。通过两步序列 ((i) PCC (ii) Bn2NH2(CF3CO2)) 从这些开环产物中去除手性助剂，得到对映体...
• Duthaler, Rudolf O.; Herold, Peter; Lottenbach, Willy, Angewandte Chemie, 1989, vol. 101, # 4, p. 490 - 491
  作者：Duthaler, Rudolf O.、Herold, Peter、Lottenbach, Willy、Oertle, Konrad、Riediker, Martin

  DOI：——

  日期：——
• Structure and method for producing structure, toner containing structure, image forming method and device using toner
  申请人：Yano Tetsuya

  公开号：US20070027291A1

  公开（公告）日：2007-02-01

  A structure, comprising a base material, coated with polymer which can be compatible with reduced load against environment and living organisms and various functionalities is provided. The base material is covered with polyhydroxyalkanoate (PHA). The invention also relates to a method for production of the structure comprising immobilizing the enzyme which synthesize PHA on the surface of the base material, biosynthesizing the PHA and coating the base material. The invention also provides toner containing such the structure and production thereof. Further, the invention relates to an image forming method comprising forming the image by providing such toner to the medium to be recorded.