(+)-(S,S,R)-triisopropanolamine | 98102-77-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (+)-(S,S,R)-triisopropanolamine
• 英文别名: (R,S,S)-triisopropanolamine；(2S)-1-[[(2S)-2-hydroxypropyl]-[(2R)-2-hydroxypropyl]amino]propan-2-ol
• CAS: 98102-77-3
• 化学式: C₉H₂₁NO₃
• 分子量: 191.271
• InChiKey: SLINHMUFWFWBMU-XHNCKOQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-(S,S,R)-triisopropanolamine 、 硼酸 生成 (3S,7S,10R)-3,7,10-trimethyl-2,8,9-trioxa-5-aza-1-borabicyclo[3.3.3]undecane
  参考文献：
  名称：

  GRASSI, M.;DI, SILVESTRO, G.;FARINA, M., TETRAHEDRON, 1985, 41, N 1, 177-181

  摘要：

  DOI：
• 作为产物：
  描述：

  S-环氧丙烷 在 甲醇 、 氨 作用下， 反应 120.0h， 生成 (+)-(2S,2'S,2''S)-triisopropanolamine 、 (+)-(S,S,R)-triisopropanolamine
  参考文献：
  名称：

  Early Transition Metal Alkoxide Complexes Bearing Homochiral Trialkanolamine Ligands

  摘要：

  Enantiomerically pure trialkanolamines of the formula N(CH(2)CHROH)(3), where R = methyl (3a), cyclohexyl (3b), tert-butyl (3c), or phenyl (3d), are readily synthesized by the reaction of ammonia with 3 equiv of an enantiopure epoxide. Trialkanolamines 3a-d replace n-propanol in tri-n-propyl vanadate to afford corresponding complexes 4a-d of the formula LV=O, where L is the deprotonated trialkanolamine. Similarly, (S,S,S)-triisopropanolamine 3a reacts with Ti((OPr)-Pr-i)(4) to produce monomeric LTi((OPr)-Pr-i), 7a, which upon treatment with acetyl chloride gives the chloro complex LTiCl, 7b. The later group 5 ethoxides react with 3a to produce LM(OEt)(2) (M = Nb, Ta). Partial hydrolysis of the Nb and Ta derivatives produces tetrameric mu-oxo-bridged structures which retain the trialkanolamine ligands. In all complexes the transition metal resides in a highly asymmetric environment, suggesting that this class of complexes may find use in the field of asymmetric catalysis. The X-ray crystal structures of complexes 4c and 7b are reported.

  DOI：

  10.1021/ja00093a011

文献信息

• Synthesis of (+)-(3S,7S,10S)- and (+)-(3S,7S,10R)-3,7,10-trimethylboratrane. Amplification of enantiomeric purity in the reacti
  作者：M. Grassi、G. Di Silvestro、M. Farina

  DOI：10.1016/s0040-4020(01)83483-9

  日期：1985.1

  The synthesis is described of the two enantiomerically pure isomers (+)-(3S,7S,10S)- and (+)-(3S,7S,10R)-3,7,10-trimethylboratr The structures were determined by 1H- and 13C-NMR spectroscopy. A method for increasing the enantiomeric purity by trimerization reactions of partially-resolved (S) propylene oxide is proposed. The reaction was studied from the kinetic viewpoint and interpreted according to

  描述了两种对映体纯的异构体（+）-（3 S，7 S，10 S）-和（+）-（3 S，7 S，10 R）-3,7,10-三甲基硼酸酯的合成通过1 H和13 C-NMR光谱确定。提出了一种通过部分溶解的（S）环氧丙烷的三聚反应提高对映体纯度的方法。从动力学角度研究了该反应，并根据二项式概率方案对其进行了解释。实验结果表明（SSS）三聚体与起始材料相比，而（SSR）三聚体没有发现增加。