(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3-(prop-2-yn-1-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene | 126003-29-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3-(prop-2-yn-1-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
• 英文别名: cholesteryl propargyl ether；(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-3-prop-2-ynoxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 126003-29-0
• 化学式: C₃₀H₄₈O
• 分子量: 424.711
• InChiKey: HMARQQASNSDEHV-OCBUSCMESA-N

物化性质

• 沸点：
  509.7±33.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3-(prop-2-yn-1-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以90%的产率得到3β-propargyloxy-5,6-epoxycholestane
  参考文献：
  名称：

  6E-Hydroximinosteroid homodimerization by cross-metathesis processes

  摘要：

  A rapid and efficient synthesis of 6E-hydroximinosteroid homodimers is described. The two new compounds were linked at position 3 of the steroid nucleus via a ruthenium catalyzed cross -metathesis reaction. The cytotoxic activity of these compounds was evaluated in vitro on human lung carcinoma A549 (ATCC CCL-185), colon adenocarcinoma HCT-116 (ATCC CCL-247), human caucasian glioblastoma multiforme T98G (ECACC 92090213) and human pancreatic adenocarcinoma PSN1 (ECACC 94060601) tumour cells. Homodimer 10b presented selective activity against HCT-116, although they are not highly toxic when compared with the monomer counterparts. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.03.014
• 作为产物：
  描述：

  胆固醇 在 4-二甲氨基吡啶 、 双三氟甲烷磺酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-3-(prop-2-yn-1-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
  参考文献：
  名称：

  邻-[1-(对甲基苯基)乙烯基]苯甲酸酯 PMPVB 作为布朗斯台德酸催化下 C-O 和 C-S 键形成反应的可回收助剂

  摘要：

  报道了一种实用简单且有用的方法，通过布朗斯台德酸催化活化源自醇的邻-[1-(对-MeO苯基)乙烯基]苯甲酸酯(PMPVB)供体来合成醚和硫醚。作用机制基于活性烯烃的远程活化，然后进行分子内 5-外触发环化，产生反应性中间体，该中间体可以通过底物依赖性 S N 1 或 S N 2 机制与醇和硫醇亲核试剂反应，从而提供容易的反应。分别获得醚和硫醚官能团。

  DOI：

  10.1039/d3ob00839h

文献信息

• Deoxygenative C2-heteroarylation of quinoline <i>N</i>-oxides: facile access to α-triazolylquinolines
  作者：Geetanjali S Sontakke、Rahul K Shukla、Chandra M R Volla

  DOI：10.3762/bjoc.17.42

  日期：——

  A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated

  通过容易获得的N-氧化物和N-磺酰基-1,2,3-三唑可实现喹啉和异喹啉的无金属和无添加剂，高效，经济的步骤脱氧C2-杂芳基化。在温和的反应条件下，以良好的区域选择性和优异的产率合成了多种α-三唑基喹啉衍生物。进一步，克级和一锅法合成说明了所开发协议的有效性和简单性。还发现当前的转化与天然产物的后期改性相容。
• Click Chemistry: An Efficient Synthesis of Heterocycles Substituted with Steroids, Saponins, and Digitalis Analogues
  作者：Márcio Paixão、Anna Deobald、Leandro Camargo、Diego Alves、Julio Zukerman-Schpector、Arlene Corrêa

  DOI：10.1055/s-0031-1289606

  日期：2011.12

  partner allowed the synthesis of a privileged class of natural product analogues. The versatility of this protocol makes this chemistry a useful attractive approach for the synthesis of target molecules. click chemistry - 1,2,3-triazole - sugars - steroids - saponins - digitalis

  铜催化的叠氮化物-炔烃环加成反应（CuAAC）已用于高产，高产的含1,2,3-三唑类固醇的构建。炔丙基糖苷和甾类叠氮化物作为反应伴侣的组合允许合成一类特权的天然产物类似物。该方案的多功能性使该化学成为合成目标分子的有用的有吸引力的方法。 点击化学-1,2,3-三唑-糖-类固醇-皂苷-洋地黄
• TARGETED NANOPREPARATION OF MANNOSE, AND PREPARATION THEREFOR AND APPLICATION THEREOF
  申请人：CHENGDU RIBOCURE PHARMATECH COMPANY LIMITED

  公开号：US20210196832A1

  公开（公告）日：2021-07-01

  The present invention relates to the field of pharmaceutical preparations, in particular, to a mannose modified targeting nano-preparations, a composition for preparing nano-preparations, a targeting element, a targeting vector, a prepared targeting drug and a preparation method and the application thereof. The described nano-preparations with targeting function is composed of the targeting ligand mannose and its derivatives, nano-preparations and main drug components, and the described targeting material is linked with the spacer material, and then linked with the nano-preparations material to prepare the nano-preparations. The targeting nano-preparations in the present invention has good targetability of mannose receptor, can effectively bond with mannose receptor on target cell. Moreover, the preparation method has universality, can be used for synthesizing a variety of targeting nano-preparations, and is conducive to purification and characterization.

  本发明涉及制药制剂领域，具体地说，涉及一种甘露糖修饰靶向纳米制剂，用于制备纳米制剂的组合物，靶向元素，靶向载体，制备的靶向药物以及其制备方法和应用。所述具有靶向功能的纳米制剂由靶向配体甘露糖及其衍生物、纳米制剂和主要药物成分组成，所述靶向材料与间隔材料连接，然后与纳米制剂材料连接以制备纳米制剂。本发明的靶向纳米制剂具有良好的甘露糖受体靶向性，能够有效地与靶细胞上的甘露糖受体结合。此外，制备方法具有普适性，可用于合成各种靶向纳米制剂，并有利于纯化和表征。
• Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners
  作者：Mohamed Ramadan El Sayed Aly、Hosam Ali Saad、Shams Hashim Abdel-Hafez

  DOI：10.3762/bjoc.11.208

  日期：——

  3β-Azidocholest-5-ene (3) and (3β)-3-(prop-2-yn-1-yloxy)cholest-5-ene (10) were prepared as substrates to synthesize a variety of three-motif pharmacophoric conjugates through CuAAC. Basically, these conjugates included cholesterol and 1,2,3-triazole moieties, while the third, the pharmacophore, was either a chalcone, a lipophilic residue or a carbohydrate tag. These compounds were successfully prepared in good yields and characterized by NMR, MS and IR spectroscopic techniques. Chalcone conjugate 6c showed the best antimicrobial activity, while the lactoside conjugate 27 showed the best cytotoxic effect in vitro.

  3β-氮杂胆甾-5-烯（3）和（3β）-3-(丙-2-炔-1-氧基)胆甾-5-烯（10）被制备为底物，以合成各种三基团药效团结合物通过CuAAC。基本上，这些结合物包括胆固醇和1,2,3-三唑基团，而第三个药效团则是香豆素、疏水残基或碳水化合物标记中的一个。这些化合物以良好的产率成功制备，并通过NMR、MS和IR光谱技术进行表征。香豆素结合物6c显示出最佳的抗微生物活性，而乳糖苷结合物27在体外显示出最佳的细胞毒作用。
• 3-Silaazetidine: An Unexplored yet Versatile Organosilane Species for Ring Expansion toward Silaazacycles
  作者：Wanshu Wang、Song Zhou、Linjie Li、Yuanhang He、Xue Dong、Lu Gao、Qiantao Wang、Zhenlei Song

  DOI：10.1021/jacs.1c04667

  日期：2021.7.28

  Small-ring silacycles are important organosilane species in main-group chemistry and have found numerous applications in organic synthesis. 3-Silaazetidine, a unique small silacycle bearing silicon and nitrogen atoms, has not been adequately explored due to the lack of a general synthetic scheme and its sensitivity to air. Here, we describe that 3-silaazetidine can be easily prepared in situ from diverse

  小环硅杂环化合物是主族化学中重要的有机硅烷物质，在有机合成中有着广泛的应用。3-硅氮杂环丁烷是一种独特的小硅环，含有硅和氮原子，由于缺乏通用合成方案及其对空气的敏感性，尚未得到充分探索。在这里，我们描述了 3-硅氮杂环丁烷可以很容易地从各种空气稳定的前体 (RSO 2 NHCH 2 SiR 1 2 CH 2CL）。3-硅氮杂环丁烷在钯催化的与末端炔烃的扩环反应中显示出优异的官能团耐受性，产生 3-硅杂四氢吡啶和多种硅氮杂环衍生物，它们是发现含硅功能分子的有前途的环骨架。