tert-butyl (10-((tert-butyldimethylsilyl)oxy)decyl)carbamate | 173606-53-6

• 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: tert-butyl (10-((tert-butyldimethylsilyl)oxy)decyl)carbamate
• CAS: 173606-53-6
• 化学式: C₂₁H₄₅NO₃Si
• 分子量: 387.679
• InChiKey: SMSGZKPOTJKOTM-UHFFFAOYSA-N

物化性质

• 沸点：
  431.4±18.0 °C(Predicted)
• 密度：
  0.902±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.65
• 重原子数：
  26.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (10-((tert-butyldimethylsilyl)oxy)decyl)carbamate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到10-(t-叔丁氧羰基-氨基)-1-癸醇
  参考文献：
  名称：

  Synthesis of medium ring lactams via cyclization reactions using polymer bound HOBT as catalyst

  摘要：

  The synthesis of medium ring lactams (7-, 9-, 11- and 13-membered rings) via cyclization reactions mediated by polymer bound 1-hydroxybenzotriazole (HOBT) is reported.

  DOI：

  10.1016/0040-4039(95)01977-p
• 作为产物：
  描述：

  FULVESTRANT中间体 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 tert-butyl (10-((tert-butyldimethylsilyl)oxy)decyl)carbamate
  参考文献：
  名称：

  Synthesis of medium ring lactams via cyclization reactions using polymer bound HOBT as catalyst

  摘要：

  The synthesis of medium ring lactams (7-, 9-, 11- and 13-membered rings) via cyclization reactions mediated by polymer bound 1-hydroxybenzotriazole (HOBT) is reported.

  DOI：

  10.1016/0040-4039(95)01977-p

文献信息

• Structure–Activity Relationship of Biakamide, Selective Growth Inhibitors under Nutrient-Starved Condition from Marine Sponge
  作者：Ryosuke Ishida、Hirokazu Matsumoto、Sayaka Ichii、Motomasa Kobayashi、Masayoshi Arai、Naoyuki Kotoku

  DOI：10.1248/cpb.c18-00587

  日期：2019.3.1

  The tumor microenvironment is considered as one of the important targets for anticancer drug discovery. In particular, nutrient deficiency may be observed in tumor microenvironment; biakamides A–D (1–4) isolated from marine sponge Petrosaspongia sp. as growth inhibitors against cancer cells adapted to glucose-deprived conditions have potential as new drugs and tools for elucidating adaptation mechanisms to these conditions. In this paper, we investigated structure–activity relationship (SAR) of biakamide to create easily accessible analog and gain insights about participation of the substructures to growth–inhibitory activity toward development of anticancer drug. This work revealed that 14,15-dinor-biakamide C (5), which is easily accessible, has similar activity to natural biakamide C (3). In addition, detailed SAR study showed the terminal acyl chain is important for interacting with target molecule and amide part including thiazole ring has acceptability to convert structures without losing activity.

  肿瘤微环境被认为是抗癌药物发现的重要靶点之一。特别是在肿瘤微环境中可能观察到营养缺乏；从海洋海绵PetroSAspongia sp.中分离出的生物酰胺A-D（1-4）作为对适应于缺糖条件的癌细胞的生长抑制剂，具有作为新药和工具以阐明对这些条件适应机制的潜力。本文中，我们研究了生物酰胺的构效关系（SAR），以创建易于获取的类似物，并深入了解其子结构在生长抑制活性中的参与情况，以推动抗癌药物的发展。研究结果表明，易于获取的14,15-二去氢生物酰胺C（5）具有与天然生物酰胺C（3）相似的活性。此外，详细的SAR研究显示，末端酰链对于与靶分子的相互作用很重要，而包括噻唑环的酰胺部分可以在不损失活性的情况下转换结构。
• Structure–activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof
  作者：Hiroyuki Yamakoshi、Hisatsugu Ohori、Chieko Kudo、Atsuko Sato、Naoki Kanoh、Chikashi Ishioka、Hiroyuki Shibata、Yoshiharu Iwabuchi

  DOI：10.1016/j.bmc.2009.12.045

  日期：2010.2

  A series of novel analogues of 1,5-bis(4-hydroxy-3-methoxyphenyl)-penta-(1E,4E)-1,4-dien-3-one (C-5-curcumin), which is a natural analogue of curcumin isolated from the rhizomes of Curcuma domestica Val. (Zingiberacea), were synthesized and evaluated for their cytotoxicities against human colon cancer cell line HCT-116 to conclude the SAR of C-5-curcuminoids for further development of their use in cancer chemotherapy: (1) Bis(arylmethylidene) acetone serves as a promising skeleton for eliciting cytotoxicity. (2) The 3-oxo-1,4-pentadiene structure is essential for eliciting cytotoxicity. (3) As for the extent of the aromatic substituents, hexasubstituted compounds exhibit strong activities, in which 3,4,5-hexasubstitution results in the highest potency. (5) The symmetry between two aryl rings is not an essential requirement for bis(arylmethylidene) acetones to elicit cytotoxicity. (6) para-Positions allows the installation of additional functional groups for use as molecular probes. By taking advantage of the SAR diagram, we have elaborated several advanced derivatives having GI(50) of single-digit micromolar potencies that will function as molecular probes to target and/or report key biomolecules interacting with curcumin and C-5-curcumin. (C) 2010 Elsevier Ltd. All rights reserved.