11-(tert-butyldiphenylsilyloxy)undecyl bromide | 172995-51-6

• 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: 11-(tert-butyldiphenylsilyloxy)undecyl bromide
• 英文别名: Br-(CH₂)₁₁-O-TBDPS；(11-bromoundecyloxy)(tert-butyl)diphenylsilane；11-Bromoundecoxy-tert-butyl-diphenylsilane
• CAS: 172995-51-6
• 化学式: C₂₇H₄₁BrOSi
• 分子量: 489.611
• InChiKey: QGXQAHWMAYTEPV-UHFFFAOYSA-N

物化性质

• 沸点：
  498.0±27.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.47
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  11-(tert-butyldiphenylsilyloxy)undecyl bromide 在 六甲基磷酰三胺 、 正丁基锂 、 palladium 10% on activated carbon 、 氢气 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 14-[Tert-butyl(diphenyl)silyl]oxytetradecanal
  参考文献：
  名称：

  Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer’s agent

  摘要：

  In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)-octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on A beta(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.008
• 作为产物：
  描述：

  11-溴-1-十一醇 、 叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以97%的产率得到11-(tert-butyldiphenylsilyloxy)undecyl bromide
  参考文献：
  名称：

  通过新型的氧-氧化-应付反应进行有效的大环化：新型大环麝香的合成和嗅觉特性

  摘要：

  产生气味的麝香：报道了一种新的氧-氧-氧化-应付大环化为（3 Z）-构型的环烷-3-烯-1-基甲酸酯，可用于合成不饱和和饱和的大环酮（参见方案）。合成的结构为麝香的结构-气味相关性提供了新的见识，使大环和线性脂环族麝香有可能解决相同的嗅觉受体。

  DOI：

  10.1002/chem.201200882

文献信息

• NEW XANTHENE PROTECTIVE AGENT
  申请人：SEKISUI MEDICAL CO., LTD.

  公开号：US20190263842A1

  公开（公告）日：2019-08-29

  To develop a protecting group that facilitates separation and purification, after reaction, of a compound including a protected functional group, without solidifying or insolubilizing the compound. A xanthene compound of by General Formula (1) (wherein Y is —OR 17 (R 17 is a hydrogen atom or an active ester-protecting group), —NHR 18 (R 18 is a hydrogen atom, or a linear or branched C 1 -C 6 alkyl group or aralkyl group), an azide, a halogen atom, or a carbonyl group formed together with a methylene group; at least one of R 1 to R 8 is represented by Formula (2); —O—R 9 —X-A  (2) and a residue is a hydrogen atom, a halogen atom, a C 1 -C 4 alkyl group, or a C 1 -C 4 alkoxy group, wherein R 9 is a linear or branched C 1 -C 16 alkylene group; X is O or CONR 19 (R 19 is a hydrogen atom or a C 1 -C 4 alkyl group); and A is represented by Formula (3) or the like (wherein R 10 , R 11 , and R 12 , the same or different, are a linear or branched C 1 -C 6 alkyl group or an aryl group optionally including a substituent; R 13 is a single bond or a linear or branched C 1 -C 3 alkylene group; and R 14 , R 15 , and R 16 are a linear or branched C 1 -C 3 alkylene group)).

  开发一种保护基团，可在反应后便于分离和纯化含有受保护官能团的化合物，而不使化合物固化或不溶化。 一种由通式（1）表示的黄色素化合物 （其中Y为—OR 17 （R 17 为氢原子或活性酯保护基团），—NHR 18 （R 18 为氢原子，或线性或支链的C 1 -C 6 烷基或芳基烷基），叠氮化物，卤素原子，或与亚甲基组成的羰基； R 1 至R 8 中至少有一个由式（2）表示； —O—R 9 —X-A  （2） 残基为氢原子，卤素原子，C 1 -C 4 烷基，或C 1 -C 4 烷氧基， 其中R 9 为线性或支链的C 1 -C 16 烷基烯基； X为O或CONR 19 （R 19 为氢原子或C 1 -C 4 烷基）；和 A由式（3）或类似表示 （其中R 10 ，R 11 和R 12 ，相同或不同，为线性或支链的C 1 -C 6 烷基或芳基，可包括取代基； R 13 为单键或线性或支链的C 1 -C 3 烷基烯基；和 R 14 ，R 15 和R 16 为线性或支链的C 1 -C 3 烷基烯基）。
• Epoxy-Terminated Self-Assembled Monolayers Containing Internal Urea or Amide Groups
  作者：Michaël A. Ramin、Gwénaëlle Le Bourdon、Karine Heuzé、Marie Degueil、Thierry Buffeteau、Bernard Bennetau、Luc Vellutini

  DOI：10.1021/la5049375

  日期：2015.3.10

  internal amide or urea groups possessing an epoxy-terminal group and trimethoxysilyl-anchoring group. The structural characterizations of the corresponding self-assembled monolayers (SAMs) were performed by polarization modulation infrared reflection adsorption spectroscopy (PM–IRRAS). The molecular assembly is mainly based on the intermolecular hydrogen-bonding between adjacent amide or urea groups in the

  我们报道了具有内部酰胺基或脲基的新型偶联剂的合成，所述酰胺基或脲基具有环氧基端基和三甲氧基甲硅烷基-锚定基团。相应的自组装单分子层（SAMs）的结构表征是通过偏振调制红外反射吸收光谱法（PM-IRRAS）进行的。分子组装主要基于单层中相邻酰胺或脲基团之间的分子间氢键。由于酰胺或脲基的空间位阻，烷基链之间的距离太大而无法建立范德华相互作用，从而引起它们的紊乱。通过与荧光探针反应成功地研究了环氧基末端基团的反应性。22）缩水甘油基封端的SAM。
• BENZYL COMPOUND
  申请人：SEKISUI MEDICAL CO., LTD.

  公开号：US20190023726A1

  公开（公告）日：2019-01-24

  The purpose of the present invention is to provide a protecting group which improves the solubility of a compound having a functional group protected with the protecting group in an organic solvent and which is easily separated and purified after a reaction with avoiding solidification or insolubilization. Provided is a benzyl compound represented by Formula (1) where X 1 represents —CH 2 OR 14 (where R 14 represents a hydrogen atom, a halogenocarbonyl group, or an active ester-type protecting group), —CH 2 NHR 15 (where R 15 represents a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, or an aralkyl group), a halogenomethyl group, a methyl azide group, a formyl group, or an oxime; and at least one of R 1 , R 2 , R 3 , R 4 , and R 5 is a group represented by Formula (2), and the remainders each represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, where R 6 represents a linear or branched alkylene group having 1 to 16 carbon atoms; X 2 represents O or CONR 16 (where R 16 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms); and A represents a group represented by Formula (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), or (13).

  本发明的目的是提供一种保护基，该保护基提高了在有机溶剂中具有用保护基保护的官能团的化合物的溶解性，并且在反应后易于分离和纯化，避免固化或不溶化。提供一种由式（1）表示的苄基化合物，其中X1表示—CH2OR14（其中R14表示氢原子、卤代羰基团或活性酯基保护基），—CH2NHR15（其中R15表示氢原子、具有1至6个碳原子的直链或支链烷基基团或芳基烷基基团），卤代甲基基团，甲基叠氮基团，甲酰基团或肟基；以及R1、R2、R3、R4和R5中的至少一个是由式（2）表示的基团，其余部分分别表示氢原子、卤原子、具有1至4个碳原子的烷基基团或具有1至4个碳原子的烷氧基团，其中R6表示具有1至16个碳原子的直链或支链烷基基团；X2表示O或CONR16（其中R16表示氢原子或具有1至4个碳原子的烷基基团）；A表示由式（3）、（4）、（5）、（6）、（7）、（8）、（9）、（10）、（11）、（12）或（13）表示的基团。
• Efficient fully functionalized photorefractive polymethacrylates with infrared sensitivity and different spacer lengths
  作者：Christiaan Engels、David Van Steenwinckel、Eric Hendrickx、Mark Schaerlaekens、André Persoons、Celest Samyn

  DOI：10.1039/b102489m

  日期：2002.3.21

  A series of photorefractive polymethacrylates, containing a Disperse Red type chromophore and carbazole as charge transport agent with various spacer lengths, was synthesized and characterized. The photorefractive effect of these materials was studied by four-wave mixing and two beam-coupling at 780 nm after sensitization with 1 wt% TNFM. We have found a gain coefficient of Γ = 140 cm−1 at an applied electric field of 60 V µm−1 and complete internal diffraction at an applied electric field of 52 V µm−1. For fully functionalized photorefractive polymers, these values rank among the highest reported up to date.

  合成并表征了一系列含有分散红型发色团和咔唑作为电荷传输剂、具有不同间隔基长度的光折变聚甲基丙烯酸酯。在用 1 wt% TNFM 敏化后，通过四波混频和两束耦合在 780 nm 处研究了这些材料的光折变效应。我们发现增益系数为 Γ = 140 cm−1 在施加 60 V µm−1 电场时，在施加 52 V µm−1 电场时完成内部衍射。对于全功能化的光折变聚合物，这些值位居迄今为止报道的最高值之​​列。
• [EN] METHODS TO PRODUCE VERY LONG CHAIN FATTY ACIDS (VLCFA)<br/>[FR] PROCÉDÉS DE PRODUCTION D'ACIDES GRAS À TRÈS LONGUE CHAÎNE (VLCFA)
  申请人：US HEALTH

  公开号：WO2022047365A1

  公开（公告）日：2022-03-03

  The disclosure provides methods of synthesizing very long chain fatty acids, including deuterated very long chain fatty acids. The fatty acids can by polyunsaturated fatty acids. The methods include the step of reacting a protected leaving group (L)-substituted saturated aliphatic group with a halo-substituted unsaturated aliphatic group to form a protected aliphatic group. The protected aliphatic group is deprotected to form an alcohol. The alcohol is then oxidized, thereby forming a very long chain fatty acid.

  本公开提供了一种合成非常长链脂肪酸的方法，包括氘代非常长链脂肪酸。这些脂肪酸可以是多不饱和脂肪酸。该方法包括将受保护的离去基（L）取代的饱和脂肪族基与卤代取代的不饱和脂肪族基反应，形成受保护的脂肪族基。脂肪族基被脱保护，形成醇。然后将醇氧化，从而形成非常长链脂肪酸。