2-[(2-hydroxyethyl)(methyl)amino]-1,2-threo-diphenylethanol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-[(2-hydroxyethyl)(methyl)amino]-1,2-threo-diphenylethanol
• 英文别名: threo-MeN(CHPhCHPhOH)(CH2CH2OH)；threo-CH3N(CH2CH2OH)(CHPhCHPhOH)；threo-MeN(CH2CH2OH)(CHPhCHPhOH)；erythro-MeN(CHPhCHPhOH)(CH2CH2OH)；(1R,2R)-2-[2-hydroxyethyl(methyl)amino]-1,2-diphenylethanol
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: HZQACPJRKYSFHY-IAGOWNOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2-hydroxyethyl)(methyl)amino]-1,2-threo-diphenylethanol 、 tetraethoxygermanium 以 苯 为溶剂， 以89%的产率得到threo-4,12-dimethyl-2,3,10,11-tetraphenyl-1,7,9,15-tetraoxa-4,12-diaza-8-germaspiro[7,7]pentadecane
  参考文献：
  名称：

  Synthesis, structure, and reactivity of germanium-containing derivatives of substituted diethanolamines

  摘要：

  The reaction of dialkanolamines RN(CH2CH2O)(CHR'CHR'OH) (R = Me, Ph, PhCH2; R' = H, Ph) with tetraethoxygermane gives either 2,2-diethoxy-1,3,6,2-dioxazagermocanes RN(CH2CH2O)(CHR'CHR'O) Ge(OEt)(2) or 1,7,9,15-tetraoxa-4,12-diaza-8-germaspiro[7.7] pentadecanes [RN(CH2CH2O) (CHR'CHR'O)](2)Ge depending on the reactant ratio. The chemical behavior of the obtained compounds in substitution reactions at germanium was studied. The product structure was confirmed by elemental analysis data and H-1, C-13, and F-19 NMR spectroscopy. The cyclotrigermanoxane [MeN(CH2CH2O)(2)GeO](3) was studied by X-ray diffraction.

  DOI：

  10.1134/s0036023609020077
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 cis-1,2-diphenyloxirane 反应 22.0h， 以83%的产率得到2-[(2-hydroxyethyl)(methyl)amino]-1,2-threo-diphenylethanol
  参考文献：
  名称：

  二链烷醇胺配体的钛配合物：合成与结构

  摘要：

  标题化合物的合成，即。[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O)]Ti(OiPr) 2 (13-15) 和[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O) ] 2 Ti (18-28)，通过一或两当量的相应二烷醇胺 RN(CH 2 CH 2 OH)(CHR 1 CR 2 R 3 OH) (1-12) 与 Ti(OiPr) 4 的反应是报道。[RN(CH 2 CH 2 O)(CHR 1 CR 2 R 3 O)] 2 Ti的其他途径，例如Ti(CH 2 Ph) 4 与二烷醇胺的反应以及TiCl 4 (THF) 2 与还测试了二烷醇胺/Et 3 N。二聚钛烷16，[PhCH 2 N(CH 2 CH 2 O) 2 Ti-(OMe) 2 ] 2 ，由一当量二烷醇胺3与CpTi(OMe) 3 ，PhCH 2 N(CH 2 CH)反应获得2 O) 2 -Ti(OMenth)

  DOI：

  10.1002/ejic.200501154

文献信息

• Stabilized germylenes based on dialkanolamines: Synthesis, structure, chemical properties
  作者：Mengmeng Huang、Marina M. Kireenko、Kirill V. Zaitsev、Yuri F. Oprunenko、Andrei V. Churakov、Judith A.K. Howard、Maxim V. Zabalov、Elmira Kh. Lermontova、Jörg Sundermeyer、Thomas Linder、Sergey S. Karlov、Galina S. Zaitseva

  DOI：10.1016/j.jorganchem.2012.01.018

  日期：2012.6

  dimeric in the solid state due to the formation of intermolecular Ge–O bonds, the complex 10 is monomeric, all compounds possess a transannular Ge–N bond. The reactivity of the germylenes synthesized was investigated in reactions of oxidative insertion (with halogenation reagents, MeI, disulfides), [1 + 4]-cycloaddition, oxidation and in reactions with water and acetic anhydride. Some reactions were investigated

  一系列新型的低的价锗化合物RN（CHR 2 CR 1 - [R 3 O）（CHR 4 CHR 5 O）的Ge 1 - 13（- [R  = Me中，pH值，BN; [R 1，- [R 2，- [R 3，- [R 4，通过Ge [N（SiMe 3）2 ]之间的反应获得R 5  ＝ H，Me，Ph，（CH 2）3，（CH 2）4，CH 2（C 6 H 4））。2和各种二链烷醇胺。通过元素分析，所有新化合物进行了表征1个H和13 C NMR光谱和在一些情况下通过X射线衍射分析（1，3，8，10）。化合物1，3，8是在固体状态二聚体由于分子间的Ge-O键的形成，该复合物10由于是单体，所有化合物均具有跨环的Ge–N键。在氧化插入（与卤化试剂，MeI，二硫化物），[1 + 4]-环加成，氧化以及与水和乙酸酐的反应中，研究了合成的亚甲基苯的反应性。通过DFT计算研究了一些反应。
• Synthesis and structures of new 1,3,6,2-dioxazaborocanes containing substituents in the ocane fragment
  作者：E. Kh. Lermontova、M. M. Huang、S. S. Karlov、M. V. Zabalov、A. V. Churakov、B. Neumüller、G. S. Zaitseva

  DOI：10.1007/s11172-008-0259-5

  日期：2008.9

  exemplified by the reaction of compound 6. The structures of erythro-MeN(CH2CH2O)(CHPhCHPhO)BPh (3), threo-MeN(CH2CH2O)(CHPhCHPhO)BPh (4), erythro-MeN(CH2CH2O)(CHPhCHPhO)B(4-MeC6H4) (8), and PhCH2N(CH2CH2O)2BF (13) were established by X-ray diffraction. The coordination polyhedra of the boron atoms in these complexes can be described as distorted tetrahedra. The boron-nitrogen distances (1.705(7)–1.723(3)

  新的 1,3,6,2-二氧杂硼烷 R1N(CHR3CR4R2O)(CHR6CHR5O)BX (1–11, X = Ph, 4-MeC6H4, Me; R1 = Me, PhCH2; R2, R3, R4, R5, R6 = H , Ph) 是通过芳基或甲基硼酸与二链烷醇胺的反应合成的。(Me2NCH2CH2O)3B (15) 用 MeN(CH2CH2OH)(CH2CPh2OH) 处理得到 2-[2-(二甲-乙氨基) 乙氧基]-1,3,6,2-二氧杂硼烷 (12)。合成了 2-氟-1,3,6,2-二氧杂硼烷 R1N(CHR3CHR2O)(CH2CH2O)BF (13: R1 = PhCH2, R2 = R3 = H; 14: R1 = Me, R2 = R3 = Ph, threo)通过相应二烷醇胺的双（三甲基甲硅烷基）醚与 BF3·Et2O 反应。新的硼烷可用于合成相应的锗衍生物 PhCH2N(CH2CH2O)2GeX2
• Titanium Complexes of Dialkanolamine Ligands: Synthesis and Structure
  作者：Kirill V. Zaitsev、Sergey S. Karlov、Anastasia A. Selina、Yu. F. Oprunenko、Andrei V. Churakov、Bernhard Neumüller、Judith A. K. Howard、Galina S. Zaitseva

  DOI：10.1002/ejic.200501154

  日期：2006.5

  with dialkanolamine and the reaction of TiCl 4 (THF) 2 with dialkanolamine/Et 3 N were also tested. Dimeric titanocane 16, [PhCH 2 N(CH 2 CH 2 O) 2 Ti-(OMe) 2 ] 2 , was obtained from the reaction of one equivalent of dialkanolamine 3 with CpTi(OMe) 3 , PhCH 2 N(CH 2 CH 2 O) 2 -Ti(OMenth) 2 (17) was prepared from the transalkoxylation reaction of 15 with two equivalents of menthol. The composition and structures

  标题化合物的合成，即。[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O)]Ti(OiPr) 2 (13-15) 和[RN(CH 2 CH 2 O)-(CHR 1 CR 2 R 3 O) ] 2 Ti (18-28)，通过一或两当量的相应二烷醇胺 RN(CH 2 CH 2 OH)(CHR 1 CR 2 R 3 OH) (1-12) 与 Ti(OiPr) 4 的反应是报道。[RN(CH 2 CH 2 O)(CHR 1 CR 2 R 3 O)] 2 Ti的其他途径，例如Ti(CH 2 Ph) 4 与二烷醇胺的反应以及TiCl 4 (THF) 2 与还测试了二烷醇胺/Et 3 N。二聚钛烷16，[PhCH 2 N(CH 2 CH 2 O) 2 Ti-(OMe) 2 ] 2 ，由一当量二烷醇胺3与CpTi(OMe) 3 ，PhCH 2 N(CH 2 CH)反应获得2 O) 2 -Ti(OMenth)
• Synthesis, structure, and reactivity of germanium-containing derivatives of substituted diethanolamines
  作者：E. Kh. Lermontova、A. V. Churakov、M. Quan、Yu. F. Oprunenko、S. S. Karlov、G. S. Zaitseva

  DOI：10.1134/s0036023609020077

  日期：2009.2

  The reaction of dialkanolamines RN(CH2CH2O)(CHR'CHR'OH) (R = Me, Ph, PhCH2; R' = H, Ph) with tetraethoxygermane gives either 2,2-diethoxy-1,3,6,2-dioxazagermocanes RN(CH2CH2O)(CHR'CHR'O) Ge(OEt)(2) or 1,7,9,15-tetraoxa-4,12-diaza-8-germaspiro[7.7] pentadecanes [RN(CH2CH2O) (CHR'CHR'O)](2)Ge depending on the reactant ratio. The chemical behavior of the obtained compounds in substitution reactions at germanium was studied. The product structure was confirmed by elemental analysis data and H-1, C-13, and F-19 NMR spectroscopy. The cyclotrigermanoxane [MeN(CH2CH2O)(2)GeO](3) was studied by X-ray diffraction.