bis[(3-bromopropylsilyl)propyl]dimethylsilane | 251982-30-6

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: bis[(3-bromopropylsilyl)propyl]dimethylsilane
• 英文别名: Tris(3-bromopropyl)-[3-[dimethyl-[3-[tris(3-bromopropyl)silyl]propyl]silyl]propyl]silane
• CAS: 251982-30-6
• 化学式: C₂₆H₅₄Br₆Si₃
• 分子量: 930.395
• InChiKey: GTSUVDSSDKCEJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.08
• 重原子数：
  35
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  bis[(3-bromopropylsilyl)propyl]dimethylsilane 、 acetylthiopropyl 2,4,6-tri-O-acetyl-3-O-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2R,3S,4S,5S,6R)-2-[(2S,3S,4S,5R,6R)-2-[3-[3-[bis[3-[3-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxypropylsulfanyl]propyl]-[3-[dimethyl-[3-[tris[3-[3-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxypropylsulfanyl]propyl]silyl]propyl]silyl]propyl]silyl]propylsulfanyl]propoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
  参考文献：
  名称：

  Synthesis of carbosilane dendrimers having peripheral mannose and mannobiose

  摘要：

  The mannose monosaccharide derivative, acetylthiopropyl 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside (Man), and the mannobiose derivative, acetylthiopropyl 2,4,6-tri-O-acetyl-3-O-(2,3',4',6'-tetra-O-acetyl-alpha-D-mannopyranosyl)-alpha-D-mannopyranoside (alpha-1,3-Man), were synthesized respectively. These mannose derivatives were introduced into carbosilane dendrimer scaffolds of the zero and first generations. As a result, six carbosilane dendrimers were functionalized by Man and alpha-1,3-Man. Isothermal titration microcalorimetry was done to determine binding assay between mannose moieties of carbosilane dendrimer and concanavalin A. It was found that carbosilane dendrimers bound more efficiently to concanavalin A than free mannose (Me-alpha-Man) and mannobiose (Me-alpha-1,3-' Man). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.090
• 作为产物：
  描述：

  3-[[3-(Dimethyl-{3-[tris-(3-hydroxy-propyl)-silanyl]-propyl}-silanyl)-propyl]-bis-(3-hydroxy-propyl)-silanyl]-propan-1-ol 在 吡啶 、 甲基磺酰氯 、 sodium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 bis[(3-bromopropylsilyl)propyl]dimethylsilane
  参考文献：
  名称：

  CARBOSILANE DENDRIMER AND AGGREGATABLE CARRIER OBTAINED USING SAID DENDRIMER FOR DRUG DELIVERY SYSTEM

  摘要：

  本发明的目的是提供一种可聚集载体材料用于药物传递系统及其形成的胶束。本发明提供了一种可聚集载体材料用于药物传递系统，其是通过利用硫醇基和烷基卤素之间的反应形成的。它是通过在水溶剂或水溶剂和有机溶剂混合溶剂中使用含有硅杂环和标记蛋白质（如绿色荧光蛋白）的碳硅树状分子形成的。由该材料组成的胶束可以在水溶剂中包含具有各种分子量和生物聚合物的化合物。

  公开号：

  US20170281782A1

文献信息

• Systematic syntheses of influenza neuraminidase inhibitors: A series of carbosilane dendrimers uniformly functionalized with thioglycoside-type sialic acid moieties
  作者：Jun-Ichi Sakamoto、Tetsuo Koyama、Daisei Miyamoto、Sangchai Yingsakmongkon、Kazuya I.P.J. Hidari、Wipawee Jampangern、Takashi Suzuki、Yasuo Suzuki、Yasuaki Esumi、Takemichi Nakamura、Ken Hatano、Daiyo Terunuma、Koji Matsuoka

  DOI：10.1016/j.bmc.2009.06.036

  日期：2009.8

  and 12-functionalized dendrimers, and in linkage patterns, such as normal aliphatic linkage, ether- and amide-linkages. Biological evaluations of these glycodendrimers showed that all of the ether- and amide-elongated compounds had inhibitory potencies for the influenza sialidases in the mM range, while compounds having normal aliphatic linkage did not have any activities except for a 12-functionalized

  为了开发新型流感唾液酸酶抑制剂，我们构建了糖簇库，该糖簇由十二种具有硫糖苷键的唾液酸化树枝状大分子组成，可抵抗唾液酸酶的水解。通过唾液酸经乙酰基修饰的糖苷配基在糖苷配基末端改性的硫代唾液酸苷与十二种具有溴化末端的碳硅烷树状大分子在脱乙酰基条件下的缩合反应合成了这些唾液酸树枝状酯，并进行了暂时的重新保护以进行纯化。通过酯交换作用和随后的皂化作用来除去对糖类树状聚合物的所有保护，从而以良好的产率提供相应的水溶性糖类树状聚合物。为了研究结构与活动的关系，树枝状大分子支架，其中糖部分的数目不同，例如3-，4-，6-和12-官能化树枝状大分子，并且在连接方式上不同，例如正常的脂族连接，醚-和酰胺-连接。这些糖类树状大分子的生物学评估表明，所有醚和酰胺延长的化合物都对mN范围的唾液酸流感病毒具有抑制作用，而具有正常脂族键的化合物除12-官能化化合物外没有任何活性。
• Synthetic assembly of trisaccharide moieties of globotriaosyl ceramide using carbosilane dendrimers as cores. A new type of functional glyco-material
  作者：Koji Matsuoka、Mikiko Terabatake、Yasuaki Esumi、Daiyo Terunuma、Hiroyoshi Kuzuhara

  DOI：10.1016/s0040-4039(99)01632-9

  日期：1999.10

  As a novel type of artificial receptor for Vero toxins, three pairs of carbosilane dendrimers uniformly carrying 12, 6, and 3 units of trisaccharide moieties of globotriaosyl ceramide were prepared through formation of the sulfide linkages in liquid NH3, which revealed unexpected differences among their biological responses. (C) 1999 Elsevier Science Ltd. All rights reserved.
• An alternative route for the construction of carbosilane dendrimers uniformly functionalized with lactose or sialyllactose moieties
  作者：Koji Matsuoka、Hiroyuki Oka、Tetsuo Koyama、Yasuaki Esumi、Daiyo Terunuma

  DOI：10.1016/s0040-4039(01)00422-1

  日期：2001.5

  A new approach for the formation of an acetylthio linkage on aglycon by means of a radical addition of thioacetic acid into the C-C double bond of the aglycon was examined. An introduction of a carbohydrate moiety into carbosilane dendrimers was demonstrated using a one-pot coupling reaction in MeOH-DMF in the presence of NaOMe via removal of an acetyl group of the acetylthio linkage in the saccharide moieties, producing a thiolate anion and a nucleophilic replacement of the thiolate to dendric alkyl bromide to form carbosilane dendrimers uniformly bearing lactose or sialyllactose moieties through thioether linkages in high yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Introduction of monosaccharides having functional groups onto a carbosilane dendrimer: A broadly applicable one-pot reaction in liquid ammonia involving Birch reduction and subsequent Sn2 reaction
  作者：Koji Matsuoka、Hidehiro Kurosawa、Yasuaki Esumi、Daiyo Terunuma、Hiroyoshi Kuzuhara

  DOI：10.1016/s0008-6215(00)00247-0

  日期：2000.12

  Benzylthioalkyl glycosides of D-glucuronic acid, N-acetyl-D-glucosamine, and N-acetylneuraminic acid (common monosaccharide constituents of natural oligosaccharide chains) have been prepared as sulfide precursors for the carbohydrate coating of dendric carbosilane cores and used in a generally applicable one-pot reaction (Birch reduction in liquid ammonia and subsequent SN2 reaction) to generate a thioether linkage between the monosaccharide moieties and a carbosilane dendrimer. The dendrimers were uniformly functionalized with the monosaccharides in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis of carbosilane dendrimers having peripheral mannose and mannobiose
  作者：Tomonori Mori、Ken Hatano、Koji Matsuoka、Yasuaki Esumi、Eric J. Toone、Daiyo Terunuma

  DOI：10.1016/j.tet.2005.01.090

  日期：2005.3

  The mannose monosaccharide derivative, acetylthiopropyl 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranoside (Man), and the mannobiose derivative, acetylthiopropyl 2,4,6-tri-O-acetyl-3-O-(2,3',4',6'-tetra-O-acetyl-alpha-D-mannopyranosyl)-alpha-D-mannopyranoside (alpha-1,3-Man), were synthesized respectively. These mannose derivatives were introduced into carbosilane dendrimer scaffolds of the zero and first generations. As a result, six carbosilane dendrimers were functionalized by Man and alpha-1,3-Man. Isothermal titration microcalorimetry was done to determine binding assay between mannose moieties of carbosilane dendrimer and concanavalin A. It was found that carbosilane dendrimers bound more efficiently to concanavalin A than free mannose (Me-alpha-Man) and mannobiose (Me-alpha-1,3-' Man). (c) 2005 Elsevier Ltd. All rights reserved.