12-(t-叔丁氧羰基-氨基)-1-十二烷醇 | 67341-03-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 12-(t-叔丁氧羰基-氨基)-1-十二烷醇
• 英文名称: tert-butyl (12-hydroxydodecyl)carbamate
• 英文别名: Tert-butyl N-(12-hydroxydodecyl)carbamate
• CAS: 67341-03-1
• 化学式: C₁₇H₃₅NO₃
• 分子量: 301.47
• InChiKey: HIBZRRWYVBWYBE-UHFFFAOYSA-N

物化性质

• 沸点：
  415.5±18.0 °C(Predicted)
• 密度：
  0.945±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  12-(t-叔丁氧羰基-氨基)-1-十二烷醇 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Synthesis of 1-O-alkyl-sn-glycerols and fluorescently labeled analogs from as precursor

  摘要：

  A new approach employing 2,5-O-methylene-D-Mannitol as precursor for the synthesis of naturally occurring and fluorescently labeled alkyl glycerols is described. From 2,5-O-methylene-D-mannitol, which was prepared according to the method of Ness et al. [1], 2,2-O-methylene-bis-(3-O-trityl)-sn-glycerol, the central product, was synthesized to an enantiomerically pure molecule in four steps. 1-O-hexadecyl-sn-glycerol was prepared by condensation of hexadecyl methanesulfonate with the central product and by subsequent detritylation and cleavage of the methylene bridge. From the alkyl glycerol the different lipid classes can be synthesized by well known strategies. To form fluorescently labeled analogs of alkyl glycerols the fluorescence marker 7-chloro-4-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) was linked with the omega-amino group of 1-O-(12-aminododecyl)-sn-glycerol. Therefore the central product was condensed with 12-N-t-BOC-aminododecyl methanesulfonate. The methylene bridge. the trityl groups and the BOC protection group were cleaved with boron trifluoride/methanol in one step. 1-O-(12-NBD-aminododecyl)-sn-glycerol is useful as a biochemical substrate to build up fluorescently labeled neutral lipids and phospholipids.

  DOI：

  10.1016/0009-3084(93)90036-3
• 作为产物：
  描述：

  11-溴-1-十一醇 在 三乙胺 、 红铝 作用下， 以 四氢呋喃 、 乙醚 、 二甲基亚砜 、 甲苯 为溶剂， 反应 4.5h， 生成 12-(t-叔丁氧羰基-氨基)-1-十二烷醇
  参考文献：
  名称：

  Synthesis of 1-O-alkyl-sn-glycerols and fluorescently labeled analogs from as precursor

  摘要：

  A new approach employing 2,5-O-methylene-D-Mannitol as precursor for the synthesis of naturally occurring and fluorescently labeled alkyl glycerols is described. From 2,5-O-methylene-D-mannitol, which was prepared according to the method of Ness et al. [1], 2,2-O-methylene-bis-(3-O-trityl)-sn-glycerol, the central product, was synthesized to an enantiomerically pure molecule in four steps. 1-O-hexadecyl-sn-glycerol was prepared by condensation of hexadecyl methanesulfonate with the central product and by subsequent detritylation and cleavage of the methylene bridge. From the alkyl glycerol the different lipid classes can be synthesized by well known strategies. To form fluorescently labeled analogs of alkyl glycerols the fluorescence marker 7-chloro-4-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) was linked with the omega-amino group of 1-O-(12-aminododecyl)-sn-glycerol. Therefore the central product was condensed with 12-N-t-BOC-aminododecyl methanesulfonate. The methylene bridge. the trityl groups and the BOC protection group were cleaved with boron trifluoride/methanol in one step. 1-O-(12-NBD-aminododecyl)-sn-glycerol is useful as a biochemical substrate to build up fluorescently labeled neutral lipids and phospholipids.

  DOI：

  10.1016/0009-3084(93)90036-3

文献信息

• Graphene Oxide Cellular Delivery of Hydrophilic Small Molecules
  申请人：Northwestern University

  公开号：US20170074859A1

  公开（公告）日：2017-03-16

  Unmodified graphene oxide conjugated with hydrophilic small molecules for cellular delivery.

  未经修改的氧化石墨烯与亲水性小分子结合用于细胞传递。
• Convergent Synthesis and Diversity of Amino Acid Based Dendrimers
  作者：Arwin J. Brouwer、Suzanne J. E. Mulders、Rob M. J. Liskamp

  DOI：10.1002/1099-0690(200105)2001:10<1903::aid-ejoc1903>3.0.co;2-w

  日期：2001.5

  The synthesis of amino acid based dendrimers 25 (fifth generation, 32 endgroups), 30 (fourth generation, 81 endgroups), chiral dendrimer 23 (third generation, 8 endgroups) as well as core-modified dendrimers 34 and 38 by the convergent method is described. The amino acid building blocks are derived from hydroxybenzoic acid derivatives and amino alcohol derivatives, and access to a considerable molecular

  以氨基酸为基础的树枝状聚合物 25（第五代，32 个端基）、30（第四代，81 个端基）、手性树枝状聚合物 23（第三代，8 个端基）以及核心修饰的树枝状聚合物 34 和 38 的聚合方法的合成是描述。氨基酸结构单元源自羟基苯甲酸衍生物和氨基醇衍生物，并且可以获得这些新型树枝状聚合物的相当大的分子多样性。合成可以相对大规模地进行，并且树枝状聚合物的这种容易获得可能导致许多潜在的应用。
• Design, Synthesis, and Biological Evaluation of Lysine Demethylase 5 C Degraders
  作者：Tetsuya Iida、Yukihiro Itoh、Yukari Takahashi、Yasunobu Yamashita、Takashi Kurohara、Yuka Miyake、Makoto Oba、Takayoshi Suzuki

  DOI：10.1002/cmdc.202000933

  日期：2021.5.18

  Lysine demethylase 5 C (KDM5C) controls epigenetic gene expression and is attracting great interest in the field of chemical epigenetics. KDM5C has emerged as a therapeutic target for anti‐prostate cancer agents, and recently we identified triazole 1 as an inhibitor of KDM5C. Compound 1 exhibited highly potent KDM5C‐inhibitory activity in in vitro enzyme assays, but did not show strong anticancer effects

  赖氨酸去甲基化酶 5 C (KDM5C) 控制表观遗传基因的表达，并在化学表观遗传学领域引起了极大的兴趣。KDM5C 已成为抗前列腺癌药物的治疗靶点，最近我们发现三唑1是 KDM5C 的抑制剂。化合物1在体外酶测定中表现出高效的 KDM5C 抑制活性，但没有表现出强烈的抗癌作用。因此，需要一种不同的方法来开发靶向 KDM5C 的抗癌剂。在这里，我们试图通过专注于蛋白质敲低策略来识别 KDM5C 降解剂。Compound 3 b , 是在化合物1 的基础上设计的, 降解 KDM5C 并比化合物1更强烈地抑制前列腺癌 PC-3 细胞的生长。这些发现表明，与仅抑制 KDM5C 催化活性的化合物相比，KDM5C 降解剂作为抗癌剂更有效。
• Functionalised nanoparticles, their production and use
  申请人：Baldi Giovanni

  公开号：US08816107B2

  公开（公告）日：2014-08-26

  Stable complexes are described, formed by mono- and di-functional compounds bound to nanoparticles composed of various types of transition metal oxides and of metals useful in the production processes of different types of new materials (such as for example some types of hydrophile plastics, fibers); processes for the production of the complexes are also described.

  描述了由单功能和双功能化合物形成的稳定络合物，这些化合物与由各种过渡金属氧化物和在生产不同类型新材料的过程中有用的金属组成的纳米颗粒结合，例如某些类型的亲水塑料、纤维等；还描述了生产这些络合物的过程。
• [EN] SOLID FOAM COMPRISING MESOGENIC LIGAND-FUNCTIONALIZED NANOPARTICLES AND METHODS OF MAKING AND USING THE SAME<br/>[FR] MOUSSE SOLIDE INCORPORANT DES NANOPARTICULES FONCTIONNALISÉES PAR UN LIGAND MÉSOGÈNE, LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV CALIFORNIA

  公开号：WO2019079507A1

  公开（公告）日：2019-04-25

  Solid foam structures having multiple compartments comprising mesogenic ligand-functionalized nanoparticles are provided. Compositions that include these structures, as well as methods of making the structures are also provided. The structures, compositions and methods find use in a variety of applications, such as, photonics, luminescent coatings and multi-compartment encapsulation technologies.

  提供了具有多个隔室的介向配体功能化纳米颗粒的固体泡沫结构。还提供包括这些结构的组合物，以及制备这些结构的方法。这些结构、组合物和方法在各种应用中发挥作用，例如光子学、发光涂料和多隔室封装技术。