N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine | 189279-33-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine
• 英文别名: N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amine；N,N-bis(tert-butyldiphenylsilyloxyethyl)amine；NH(CH2CH2OTBDPS)2；bis(2-(tert-butyldiphenylsilyloxy)ethyl)amine；Bis(2-((tert-butyldiphenylsilyl)oxy)ethyl)amine；2-[tert-butyl(diphenyl)silyl]oxy-N-[2-[tert-butyl(diphenyl)silyl]oxyethyl]ethanamine
• CAS: 189279-33-2
• 化学式: C₃₆H₄₇NO₂Si₂
• 分子量: 581.946
• InChiKey: LQCXFYYRSBGTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine 在 4-二甲氨基吡啶 、 甲酸 、 lithium perchlorate 、 三乙胺 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 53.0h， 生成 3-[N,N-bis(2-tert-butyldiphenylsilyloxyethyl)amino]-1,2-bis(tetradecanoyloxy)propane
  参考文献：
  名称：

  Design and Assembly of New Nonviral RNAi Delivery Agents by Microwave-Assisted Quaternization (MAQ) of Tertiary Amines

  摘要：

  RNA interference (RNAi) is a gene-silencing phenomenon whereby double-stranded RNA (dsRNA) triggers the sequence-specific degradation of homologous mRNA. RNAi has been quickly and widely applied to discover gene functions and holds great potential to provide a new class of therapeutic agents. However, new chemistry and delivery approaches are greatly needed to silence disease-causing genes without toxic effects. We reasoned that conjugation of the cholesterol moiety to cationic lipids would enhance RNAi efficiencies and lower the toxic effects of lipid-mediated RNAi delivery. Here, we report the first design and synthesis of new cholesterol-conjugated cationic lipids for RNAi delivery using microwave-assisted quaternization (MAQ) of tertiary amines. This strategy can be employed to develop new classes of nonviral gene delivery agents under safe and fast reaction conditions.

  DOI：

  10.1021/bc900482r
• 作为产物：
  描述：

  二乙醇胺 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以100%的产率得到N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine
  参考文献：
  名称：

  Aminolysis of cyclic thioxocarbonate of (R,R)-di-tert-butyl tartrate: efficient access to thio- and thiolcarbamatesIn this paper thioxocarbonate refers to thiocarbonate-O,O-diesters and the IUPAC name for thiolcarbamate is thiocarbamate.

  摘要：

  介绍了从(R,R)-二烷基酒石酸盐衍生的环状硫代碳酸酯与仲胺的氨基分解，通过快速、高产的反应有效地得到硫代氨基甲酸酯和硫代氨基甲酸乙酯。对它们的立体化学和形成机理进行了讨论。

  DOI：

  10.1039/b201691e

文献信息

• New nitrogen mustards structurally related to (?)-Carnitine
  作者：L Faissat

  DOI：10.1016/s0968-0896(02)00458-3

  日期：2003.2.6

  Enantiopure nitrogen mustards which mimic (L)-carnitine framework are prepared by a multi-step synthesis from the (R)-di-tert-butyl malate and their antitumor properties evaluated.

  通过（R）-苹果酸二叔丁酯的多步合成制备了模拟（L）-肉碱骨架的对映纯氮芥，并评估了其抗肿瘤特性。
• Polyfunctional cationic cytofectins, formulations and methods for
  申请人：The Regents of the University of California

  公开号：US05824812A1

  公开（公告）日：1998-10-20

  Amine containing compounds and their use in the generation of cytofectin:polynucleotide complexes for transfection of cells, formulations, counterions, and reaction conditions for maximizing the transfection include using cationic amine compounds that have the general structure: ##STR1## wherein R.sub.4 and R.sub.5 are a pair of same or different lipoyl moieties selected from a group consisting of an alkyl, alkenyl, alkynyl, alkanoyl, alkenoyl, or alkynoyl groups and for R.sub.1, R.sub.2, and R.sub.3 at least two are hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl groups or at least one amine bonded halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group or a mixture of at least one halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group and at least one hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl group, and X.sup.- is an oxyanion or halide counterion or ##STR2## wherein a, b, or d are the same or different and are from 0-10, usually between 0 and 3, preferably 0 or 1; R.sub.4 and R.sub.5 are the same or different with each an alkyl group, an alkenyl group, an alkynyl group, or an alkyl, alkenyl, or alkynyl containing acyl group; R.sub.8, R.sub.9, or R.sub.10 are the same or different with each an alkyl, alkenyl, or alkynyl group or halogenated alkyl, alkenyl, or alkynyl group as long as one is halogen containing; and X.sup.- is an anion, usually an oxyanion or halide counterion.

  含胺化合物及其在生成细胞转染的细胞因子：多核苷酸复合物中的用途，用于最大化转染的配方、对离子和反应条件包括使用具有一般结构的阳离子胺化合物：##STR1##其中R.sub.4和R.sub.5是从由烷基、烯烃基、炔烃基、烷酰基、烯酰基或炔酰基组成的一组中选择的一对相同或不同的硫代辛酰基，对于R.sub.1、R.sub.2和R.sub.3，至少两个是羟基化、含醚或含酰氧基的烷基、烯基或炔基，或者至少一个是与氨基键合的含卤基团，所述含卤基团选择自卤代烷基、烯基或炔基团或至少一个卤基团和至少一个羟基化、含醚或含酰氧基的烷基、烯基或炔基团的混合物，X.sup.-是氧阴离子或卤素对离子或##STR2##其中a、b或d相同或不同，从0-10，通常在0和3之间，优选为0或1；R.sub.4和R.sub.5相同或不同，每个为烷基、烯基、炔基或含有酰基的烷基、烯基或炔基；R.sub.8、R.sub.9或R.sub.10相同或不同，每个为烷基、烯基或炔基或卤代烷基、烯基或炔基，只要其中一个含卤素；X.sup.-是阴离子，通常是氧阴离子或卤素对离子。
• Formulations and methods for generating active cytofectin:
  申请人：The Regents of the University of California

  公开号：US05925623A1

  公开（公告）日：1999-07-20

  In the generation of cytofectin:polynucleotide complexes for transfection of cells, formulations, counterions, and reaction conditions for maximizing the transfection include using a cationic amine compound that has the general structure: ##STR1## wherein R.sub.4 and R.sub.5 are a pair of same or different lipoyl moieties selected from a group consisting of an alkyl, alkenyl, alkynyl, alkanoyl, alkenoyl, or alkynoyl groups and for R.sub.1, R.sub.2, and R.sub.3 at least two are hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl groups or at least one amine bonded halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group or a mixture of at least one halogen containing moiety selected from a group consisting of a halogenated alkyl, alkenyl, or alkynyl group and at least one hydroxylated, ether containing, or acyloxy containing alkyl, alkenyl, or alkynyl group, and X.sup.- is an oxyanion or halide counterion.

  在细胞转染的细胞内生成胞内转染剂：多核苷酸复合物的一代中，用于最大限度提高转染效果的配方、对离子和反应条件包括使用具有以下一般结构的阳离子胺化合物：其中R.sub.4和R.sub.5是从由烷基、烯基、炔基、醇酰、烯酰或炔酰基组成的一组中选择的一对相同或不同的硫辛酰基，对于R.sub.1、R.sub.2和R.sub.3，至少有两个是羟基化的、含醚的或含酰氧的烷基、烯基或炔基，或者至少有一个是与氨基键合的卤素含基团，选择自卤化烷基、烯基或炔基或由至少一个卤素含基团和至少一个羟基化、含醚的或含酰氧的烷基、烯基或炔基组成的混合物中的一种，X.sup.-是氧阴离子或卤素对离子。
• CHEMICAL COMPOUNDS
  申请人：DIEBOLD Robert Bruce

  公开号：US20120035134A1

  公开（公告）日：2012-02-09

  The present invention relates to compounds of Formula (I): and to their salts, pharmaceutical compositions, methods of use, and methods for their preparation. These compounds inhibit Bcl-2 and/or Bcl-X L activities and may be used for the treatment of cancer.

  本发明涉及以下式（I）的化合物及其盐，药物组合物，使用方法和制备方法。这些化合物抑制Bcl-2和/或Bcl-XL活性，可用于治疗癌症。
• N-ACYLSULFONAMIDE APOPTOSIS PROMOTERS
  申请人：Diebold Robert Bruce

  公开号：US20130310344A1

  公开（公告）日：2013-11-21

  The present invention relates to compounds of Formula (I): and to their salts, pharmaceutical compositions, methods of use, and methods for their preparation. These compounds inhibit Bcl-2 and/or Bcl-X L activities and may be used for the treatment of cancer.

  本发明涉及式（I）的化合物及其盐、药物组合物、使用方法和制备方法。这些化合物可以抑制Bcl-2和/或Bcl-XL活性，并可用于治疗癌症。