1,9-di-O-benzyl-2,8-bis(benzyloxymethyl)-3,7-dioxanonane | 138208-14-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,9-di-O-benzyl-2,8-bis(benzyloxymethyl)-3,7-dioxanonane
• 英文别名: 1,3-bis(1,3-O,O-dibenzyl-2-glyceroxy)-2-propanol；1,3-bis(1,3-dibenzyl-2-glyceroxy)-2-propanol；1,3-bis-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-propan-2-ol；1,3-bis(2-benzyloxy-1-benzyloxymethyl-ethoxy)-propan-2-ol；1,3-bis-(2-benzyloxy-1-benzyloxymethylethoxy)propan-2-ol；1,3-bis[1,3-bis(phenylmethoxy)propan-2-yloxy]propan-2-ol
• CAS: 138208-14-7
• 化学式: C₃₇H₄₄O₇
• 分子量: 600.752
• InChiKey: DBNOVAVDVPHTJN-UHFFFAOYSA-N

物化性质

• 沸点：
  699.5±55.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  44
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,9-di-O-benzyl-2,8-bis(benzyloxymethyl)-3,7-dioxanonane 在 吡啶 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 sodium azide 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 2-amino-1,3-bis(1,3-dibenzyl-2-glyceroxy)-2-propane
  参考文献：
  名称：

  Synthesis and Biological Properties of Water-Soluble p-Boronophenylalanine Derivatives. Relationship between Water Solubility, Cytotoxicity, and Cellular Uptake

  摘要：

  Water-soluble p-boronophenylalanine (BPA) derivatives having cascade polyols, the monohydroxy derivative BPA(OH) (4), the dihydroxy analogue BPA(OH)(2) (5), and the tetrahydroxy analogue BPA(OH)(4) (6), were synthesized in order to elucidate a relationship between the molecular structures and the cellular uptake. Biological properties of these compounds in addition to BPA (1) itself were investigated. Water solubility increased in the order of BPA < BPA(OH) less than or equal to BPA(OH)(2) < BPA(OH)(4). Cytotoxicity to B-16 melanoma and TIG hybrobrast cells decreased in the order of BPA >> BPA(OH) greater than or equal to BPA(OH)(2) > BPA(OH)(4). The cellular uptake by both B-16 and TIG cells decreased in the order of BPA >> BPA(OH) greater than or equal to BPA(OH)2 > BPA(OH)4, whereas the uptake ratio of B-16/TIG increased in the order of BPA < BPA(OH) less than or equal to BPA(OH)(2) < BPA(OH)(4). The latter ratio indicates the selectivity on the uptake by a cancer to normal cell.

  DOI：

  10.1021/jm00010a012
• 作为产物：
  描述：

  1,3-双(苄氧基)-2-丙醇 、 环氧氯丙烷 在 氢氧化钾 、 四丁基碘化铵 作用下， 以 水 为溶剂， 反应 72.0h， 以80%的产率得到1,9-di-O-benzyl-2,8-bis(benzyloxymethyl)-3,7-dioxanonane
  参考文献：
  名称：

  Original Synthesis of Linear, Branched and Cyclic Oligoglycerol Standards

  摘要：

  DOI：

  10.1002/1099-0690(200103)2001:5<875::aid-ejoc875>3.0.co;2-r

文献信息

• Perfluoroalkyl-containing complexes, process for their production as well as their use
  申请人：Schirmer Heiko

  公开号：US20070020183A1

  公开（公告）日：2007-01-25

  The invention relates to the subjects that are characterized in the claims, namely perfluoroalkyl-containing metal complexes with an N-alkyl group of general formula 1, process for their production and their use in NMR and x-ray diagnosis, radiodiagnosis, and radiotherapy, as well as in MRT lymphography.

  该发明涉及到声明中所描述的主题，即具有通用公式1中的N-烷基基团的全氟烷基含金属络合物，其生产过程以及它们在核磁共振和X射线诊断、放射诊断和放射治疗以及MRT淋巴造影中的用途。
• Synthesis of a water soluble boron neutron capture therapy agent: 1-amino-3-[2-(7-{3-[2-(2-hydroxymethyl-ethoxy)-1-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)ethoxy]propyl}-1,7-di-carba-closo-dodecaboran-1-yl)ethyl]cyclobutanecarboxylic acid
  作者：Bhaskar C Das、George W Kabalka、Rajiv R Srivastava、Weiliang Bao、Sasmita Das、Guisheng Li

  DOI：10.1016/s0022-328x(00)00630-6

  日期：2000.12

  3-[2-(2-benzyloxy-1-benzyloxymethyl-ethoxy)-1-(2-benzyloxy-1-benzyloxymethyl-ethoxymethyl)ethoxy]propyl ester which gave the required precursor ketone which was then converted to the title amino acid via a Bücherer–Strecker synthesis followed by hydrogenolysis to remove the benzyl protecting groups.

  含有级联多元醇，1-氨基-3- [2-（7- 3- [2-（2-羟甲基-乙氧基）-1-（2-羟基-1-羟甲基-乙氧基甲基）乙氧基]丙基} -1,7-二- carba-闭合碳-dodecaboran -1-基）乙基]环丁烷羧酸，已经研制成功。在合成中的关键步骤是烷基化3- [2-（1,7- dicarba-闭合碳-dodecarboran -1-基）乙基]环丁酮hemithioketal与甲苯-4-磺酸3- [2-（2-苄氧基-1-苄氧基甲基-乙氧基）-1-（2-苄氧基-1-苄氧基甲基-乙氧基甲基）乙氧基]丙酸酯可提供所需的前体酮，然后通过Bücherer-Strecker合成将其转化为标题氨基酸，然后进行氢解除去苄基保护基。
• Conjugates of hydroxypyridinone derivative metal complexes with biomolecules and their use for MRI diagnosis
  申请人：Schmitt-Willich Heribert

  公开号：US20060292079A1

  公开（公告）日：2006-12-28

  The invention relates to conjugates of hydroxypyridinone derivative metal complexes and to their preparation. The conjugates are suitable as contrast agents in NMR diagnosis. A high relaxivity is achieved and the NMRD maximum is raised through a specific design of the ligands.

  该发明涉及羟基吡啶酮衍生物金属配合物的结合物及其制备。这些结合物适用于核磁共振诊断中的对比剂。通过对配体的特定设计，实现了高弛豫率，并提高了核磁共振弛豫率分布最大值。
• Hydroxypyridinone derivatives, metal complexes thereof and the use thereof for preparing conjugates with biomolecules
  申请人：Schmitt-Willich Heribert

  公开号：US20070003484A1

  公开（公告）日：2007-01-04

  The invention relates to hydroxypyridinone derivatives, their metal complexes, their preparation and their use for preparing conjugates with biomolecules. The conjugates are suitable as contrast agents in NMR diagnosis. A high relaxivity is achieved and the NMRD maximum is raised through a specific design of the ligands.

  该发明涉及羟基吡啶酮衍生物，它们的金属配合物，它们的制备以及它们用于与生物分子制备共轭物的用途。这些共轭物适用于核磁共振诊断中的对比剂。通过特定的配体设计实现高弛豫率，并提高核磁共振弛豫率分布最大值。
• Perfluoroalkyl-Containing Complexes, Process For Their Production As Well As Their Use
  申请人：SCHIRMER Heiko

  公开号：US20090297454A1

  公开（公告）日：2009-12-03

  The invention relates to the subjects that are characterized in the claims, namely perfluoroalkyl-containing metal complexes with nitrogen-containing radicals of general formula I, process for their production and their use in NMR and x-ray diagnosis, radiodiagnosis, and radiotherapy, as well as in MRT lymphography and in blood-pool imaging.

  本发明涉及以下特征的主题，即具有一般式I的氮含有基团的全氟烷基含金属配合物，其生产过程以及它们在核磁共振和X射线诊断、放射性诊断和放射治疗以及MRT淋巴造影和血池成像中的应用。