3beta-胆甾烷醇 | 17608-41-2

• 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
• 中文名称: 3beta-胆甾烷醇
• 英文名称: cholestanol
• 英文别名: 3beta-hydroxycholestan；(3S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol；dihydrocholesterol；3β-dihydrocholesterol；3β-hydroxycholestane；(+/-)-dihydrocholesterol；5,6-Dihydrocholesterol；(3S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 17608-41-2
• 化学式: C₂₇H₄₈O
• 分子量: 388.678
• InChiKey: QYIXCDOBOSTCEI-UJOPKFNNSA-N

物化性质

• 熔点：
  141-142 °C
• 沸点：
  455.5±13.0 °C(Predicted)
• 密度：
  0.956±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3beta-胆甾烷醇 在 1,2-二碘乙烷 、 三乙胺 、 三苯基膦 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以93%的产率得到3α-Jodcholestan
  参考文献：
  名称：

  Improved Methods for Dehydration and Hydroxy/Halogen Exchange using Novel Combinations of Triphenylphosphine and Halogenated Ethanes

  摘要：

  DOI：

  10.1055/s-1983-30255
• 作为产物：
  描述：

  胆固醇 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 80.0 ℃ 、344.75 kPa 条件下， 反应 0.08h， 以99%的产率得到3beta-胆甾烷醇
  参考文献：
  名称：

  Simple and Efficient Microwave-Assisted Hydrogenation Reactions at ­Moderate Temperature and Pressure

  摘要：

  已经开发出一种通用的方法，用于将气态氢引入封闭反应系统中，在微波辐照下进行氢化反应。在适中的温度（80°C到100°C）下，使用50 psi的氢气，可以在短时间内轻易地还原几种不同类型的底物。对于更难还原的底物，也采用了同时冷却的方法。

  DOI：

  10.1055/s-2006-958428

文献信息

• Metal-, Photocatalyst-, and Light-Free Minisci C–H Alkylation of <i>N</i>-Heteroarenes with Oxalates
  作者：Jianyang Dong、Zhen Wang、Xiaochen Wang、Hongjian Song、Yuxiu Liu、Qingmin Wang

  DOI：10.1021/acs.joc.9b00972

  日期：2019.6.7

  for metal-, photocatalyst-, and light-free Minisci C–H alkylation reactions of N-heteroarenes with alkyl oxalates derived from primary, secondary, and tertiary alcohols. The protocol uses environmentally benign persulfate as a stoichiometric oxidant and does not require high temperatures or large excesses of either of the substrates, making the procedure suitable for late-stage C–H alkylation of complex

  在此，我们报告了N-杂芳烃与衍生自伯醇、仲醇和叔醇的草酸烷基酯的无金属、光催化剂和无光 Minisci C-H 烷基化反应的温和方案。该协议使用对环境无害的过硫酸盐作为化学计量氧化剂，不需要高温或任何一种底物的大量过量，使得该程序适用于复杂分子的后期 C-H 烷基化。值得注意的是，可以使用该协议对几种药物和天然产品进行功能化或制备，从而证明其实用性。
• Studies Directed to the Synthesis of Oligochitosans – Preparation of Building Blocks and Their Evaluation in Glycosylation Studies
  作者：Signe Grann Hansen、Troels Skrydstrup

  DOI：10.1002/ejoc.200700048

  日期：2007.7

  and pyridine in dichloromethane. The efficacy of these thioglycosides both as donors and acceptors for the construction of chitosans was evaluated. Whereas, the thioglycosides could be easily coupled to simple alcohols in excellent yields using the glycosylation promoting system N-iodosuccinimide and TMS triflate, these conditions could not effectuate coupling to the C4-hydroxy group possessing flanking

  具有四种不同 N 保护基团 Troc、Phth、Alloc 和 PNZ 的硫代葡糖胺可以选择性地在 C3 和 C6-羟基上以良好的产率进行苯甲酰化，而无需低温技术。这些反应可以通过将 N-保护的氨基糖与苯甲酰氯、4-(二甲氨基)吡啶和吡啶在二氯甲烷中的溶液回流来进行。评估了这些硫糖苷作为供体和受体用于构建壳聚糖的功效。然而，使用糖基化促进系统 N-碘代琥珀酰亚胺和 TMS 三氟甲磺酸酯可以很容易地将硫代糖苷以优异的产率与简单的醇偶联，但这些条件无法实现与具有侧翼苯甲酰基保护基团的 C4-羟基的偶联。另一方面，利用 Crich'
• Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes
  作者：Liquan Yang、Zhaoran Liu、Yujun Li、Ning Lei、Yanling Shen、Ke Zheng

  DOI：10.1021/acs.orglett.9b02433

  日期：2019.10.4

  Reported herein is an effective strategy for oxidative cross-coupling of indoles with various aldehydes. The strategy is based on a two-step transformation via a well-known Mannich-type reaction and a C–N bond cleavage for carbonyl introduction. The key step—the C–N bond cleavage of the Mannich product—was enabled by electrochemistry. This strategy (with over 40 examples) ensures excellent functional-group

  本文报道的是吲哚与各种醛的氧化交叉偶联的有效策略。该策略基于两步转化，通过众所周知的曼尼希型反应和羰基引入的C–N键裂解实现。关键步骤是曼尼希产品的C–N键断裂—是通过电化学实现的。这种策略（包含40多个示例）可确保出色的官能团耐受性以及药物分子的后期功能化。
• Cationic amphiphiles containing steroid lipophilic groups for
  申请人：Genzyme Corporation

  公开号：US05747471A1

  公开（公告）日：1998-05-05

  Novel cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. The amphiphiles contain lipophilic groups derived from steroids, from mono or dialkylamines, or from ether or ester-linked alkyl groups, and cationic groups, protonatable at physiological pH, derived from amines, alkylamines or polyalkylamines. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile. Novel and highly effective plasmid constructs are also disclosed, including those that are particularly effective at providing gene therapy for clinical conditions complicated by inflammation.

  提供了一种新型的阳离子两性分子，可以促进生物活性（治疗性）分子进入细胞。这些两性分子包含从类固醇、单或双烷胺基、醚或酯键连接的烷基基团中衍生的亲脂基团，以及阳离子基团，可在生理pH下质子化，来自胺、烷胺或多烷基胺。还提供了通常通过将一个或多个阳离子两性分子的分散液与治疗分子接触而制备的治疗组合物。根据本发明的实践，可以将DNA、RNA和多肽等治疗分子输送到细胞中。本发明的治疗组合物的代表性用途包括提供基因治疗，以及将反义多核苷酸或生物活性多肽输送到细胞中。对于用于基因治疗的治疗组合物，DNA通常以质粒的形式提供，以与阳离子两性分子结合。还公开了新型且高效的质粒构建物，包括那些在为临床炎症并发症复杂的情况提供基因治疗方面特别有效的构建物。
• Cationic amphiphiles containing ester or ether-linked lipophilic groups
  申请人：Genzyme Corporation

  公开号：US05840710A1

  公开（公告）日：1998-11-24

  Novel cationic amphiphiles are provided that facilitate transport of biologically active (therapeutic) molecules into cells. The amphiphiles contain lipophilic groups derived from steroids, from mono or dialkylamines, or from alkyl or acyl groups; and cationic groups, protonatable at physiological pH, derived from amines, alkylamines or polyalkylamines. There are provided also therapeutic compositions prepared typically by contacting a dispersion of one or more cationic amphiphiles with the therapeutic molecules. Therapeutic molecules that can be delivered into cells according to the practice of the invention include DNA, RNA, and polypeptides. Representative uses of the therapeutic compositions of the invention include providing gene therapy, and delivery of antisense polynucleotides or biologically active polypeptides to cells. With respect to therapeutic compositions for gene therapy, the DNA is provided typically in the form of a plasmid for complexing with the cationic amphiphile. Novel and highly effective plasmid constructs are also disclosed, including those that are particularly effective at providing gene therapy for clinical conditions complicated by inflammation. Additionally, targeting of organs for gene therapy by intravenous administration of therapeutic compositions is described.

  提供了一种新型的阳离子两性分子，有助于将生物活性（治疗性）分子输送到细胞内。这些两性分子包含从类固醇、单或双烷胺基或烷基或酰基团衍生的亲脂基团；以及从胺、烷胺或多烷基胺衍生的在生理pH下可质子化的阳离子基团。还提供了通常通过将一个或多个阳离子两性分子的分散液与治疗分子接触而制备的治疗组合物。根据本发明的实践，可以将可输送到细胞内的治疗分子包括DNA、RNA和多肽。本发明的治疗组合物的代表性用途包括提供基因治疗，以及将反义多核苷酸或生物活性多肽输送到细胞中。关于用于基因治疗的治疗组合物，DNA通常以质粒的形式提供，以与阳离子两性分子结合。还公开了新型且高效的质粒构建物，包括那些在为临床炎症并发症复杂的情况下提供基因治疗方面特别有效的构建物。此外，描述了通过静脉给药治疗组合物来定位器官进行基因治疗的方法。