Tert-butyl-dimethyl-tetradec-13-enoxysilane | 1225281-87-7

• 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-dimethyl-tetradec-13-enoxysilane
• CAS: 1225281-87-7
• 化学式: C₂₀H₄₂OSi
• 分子量: 326.638
• InChiKey: MVWIXTJSUDIPRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.49
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  Tert-butyl-dimethyl-tetradec-13-enoxysilane 在 双(乙腈)氯化钯(II) 、 氧气 、 copper(l) chloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到14-(tert-butyldimethylsilyloxy)tetradecan-2-one
  参考文献：
  名称：

  Synthesis of Benzotriazole Analogues of the Helicobactericidal Agents CJ-13,015, CJ-13,102, CJ-13,108, and CJ-13,104 Using a Regioselective 1,3-Dipolar Cycloaddition

  摘要：

  二取代芳基和各种烷基叠氮化物的区域选择性 1,3-偶极环加成有助于获得几种抗幽门螺杆菌抗生素的苯并三唑类似物。

  DOI：

  10.1055/s-0030-1259081
• 作为产物：
  描述：

  10-(tert-butyldimethylsilanyloxy)decanal 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 生成 Tert-butyl-dimethyl-tetradec-13-enoxysilane
  参考文献：
  名称：

  Synthesis of Benzotriazole Analogues of the Helicobactericidal Agents CJ-13,015, CJ-13,102, CJ-13,108, and CJ-13,104 Using a Regioselective 1,3-Dipolar Cycloaddition

  摘要：

  二取代芳基和各种烷基叠氮化物的区域选择性 1,3-偶极环加成有助于获得几种抗幽门螺杆菌抗生素的苯并三唑类似物。

  DOI：

  10.1055/s-0030-1259081

文献信息

• The first convergent total synthesis of penarolide sulfate A2, a novel α-glucosidase inhibitor
  作者：Yangguang Gao、Qiuli Shan、Jun Liu、Linlin Wang、Yuguo Du

  DOI：10.1039/c3ob42364f

  日期：——

  Penarolide sulfate A2, a 31-membered macrolide encompassing a proline residue and three sulfate groups, was firstly synthesized in 16 linear steps with 4.8% overall yield. Three consecutive stereogenic centers in penarolide sulfate A2 were efficiently derived from natural chiral template L-arabinose. The crucial assembly reactions included Brown asymmetric allylation, olefin cross-metathesis, alkyne-epoxide

  首先以16个线性步骤合成硫酸戊环内酯A 2（31位大环内酯，其中包含脯氨酸残基和三个硫酸基），总收率为4.8％。硫酸戊环内酯A 2中三个连续的立体异构中心有效地衍生自天然手性模板L-阿拉伯糖。关键的组装反应包括布朗不对称烯丙基化，烯烃交叉复分解，炔烃-环氧偶联和大内酰胺化。检验了戊戊内酯硫酸盐A 2及其完全脱硫的衍生物的抗酵母α-葡萄糖苷酶活性，IC 50值分别为4.87和10.74μgmL -1。
• Copper‐Catalyzed Coupling Reaction of Secondary Alkyl 2‐Pyridinesulfonates with Alkyl Lithium‐Based Reagents
  作者：Yuta Sato、Akito Osada、Narihito Ogawa、Yuichi Kobayashi

  DOI：10.1002/ejoc.202300403

  日期：2023.7.21

  The Cu(OTf)2-catalyzed alkyl-alkyl coupling reaction of secondary alkyl sulfonates with RLi-based reagents prepared by transmetalation with soluble MgBr2 ⋅ THF3 in THF proceeded with inversion of the configuration. RLi examined were nBuLi, sBuLi, and Ph(CH2)4Li. In contrast, soluble MgCl2 ⋅ THF2 in THF was suited for MeLi. (S)-14-Methyloctadecan-2-one, a sex pheromone produced by lichen moths, was

  Cu(OTf) 2催化的仲烷基磺酸盐与RLi基试剂的烷基-烷基偶联反应是通过在THF中用可溶性MgBr 2  · THF 3进行金属转移而制备的，并进行构型反转。检验的RLi是n BuLi、s BuLi和Ph(CH 2 ) 4 Li。相反，THF 中的可溶性 MgCl 2  ⋅ THF 2适用于 MeLi。合成了地衣蛾产生的性信息素( S )-14-甲基十八烷-2-酮。
• Fine-tuning latent fingerprint detection on paper using 1,2-indanedione bi-functional reagents
  作者：Jisun Lee、Madeleine M. Joullié

  DOI：10.1016/j.tet.2015.07.072

  日期：2015.10

  In order to address the need for consistency and generality in chemical methods developed for detection of latent fingerprints on paper substrates, a practical protocol was developed using 1,2-indanedione-based bi-functional reagents. A series of novel bi-functional reagents were designed and synthesized using a concise, five-step sequence. An optimized development condition that is tailored to the type of paper substrate that requires processing was discovered, allowing potential application in practical criminal work where evidence processing is an irreversible process. The study also provided an insight to the underlying mechanism of interaction between the bi-functional reagent and fingerprint residue. (C) 2015 Elsevier Ltd. All rights reserved.