2β-iodo-3α-hydroxy-5-α-cholestane | 80657-56-3

• 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: 2β-iodo-3α-hydroxy-5-α-cholestane
• 英文别名: 2β-iodo-5α-cholestan-3α-ol；2β-Jod-5α-cholestan-3α-ol；(2S,3S,5S,8R,9S,10S,13R,14S,17R)-2-iodo-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: 80657-56-3
• 化学式: C₂₇H₄₇IO
• 分子量: 514.574
• InChiKey: SIBHLPABQNPHCE-KGCFQABDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  29
• 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：

  2β-iodo-3α-hydroxy-5-α-cholestane 生成 2-β-iodo-3α-trimethylsilyloxy-5α-cholestane
  参考文献：
  名称：

  氯三甲基硅烷和碘化钠将环氧乙烷类直接转化为烯烃

  摘要：

  通过用原位生成的碘代三甲基硅烷处理，可将环氧乙烷类化合物平稳，定量地转化为烯烃。

  DOI：

  10.1016/s0040-4039(01)81955-9
• 作为产物：
  描述：

  2α,3α-epoxy-5α-cholestane 在 polystyryl diphenyl phosphine-iodine 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以97%的产率得到2β-iodo-3α-hydroxy-5-α-cholestane
  参考文献：
  名称：

  Use of Polymeric Phosphine-Halogen Complexes in the Conversion of Epoxides to Halohydrins

  摘要：

  聚苯乙烯基二苯基膦-卤素络合物是在温和和非酸性条件下将环氧化物转化为卤代醇的便利试剂。该方法仅需要过滤和蒸发过程来分离产物。

  DOI：

  10.1055/s-1986-31689

文献信息

• Convenient, in Situ Generation of Anhydrous Hydrogen Iodide for the Preparation of α-Glycosyl Iodides and Vicinal Iodohydrins and for the Catalysis of Ferrier Glycosylation
  作者：Stephanie M. Chervin、Paolo Abada、Masato Koreeda

  DOI：10.1021/ol991312d

  日期：2000.2.1

  [reaction: see text] Anhydrous hydrogen iodide is generated in situ by the reaction of solid iodine and a thiol. The HI thus generated has been employed for the efficient preparation of alpha-glycosyl iodides and vicinal iodohydrins from the corresponding glycosyl acetates and epoxides, respectively, and for Ferrier glycosylation of alcohols and thiols.

  [反应：见正文]无水碘化氢是通过固体碘与硫醇的反应原位生成的。由此产生的HI已被用于分别从相应的乙酸糖基酯和环氧化物有效地制备α-糖基碘化物和邻位碘代醇，以及用于醇和硫醇的ferrier糖基化。
• A new general synthesis of halohydrins
  作者：Giovanni Palumbo、Carla Ferreri、Romualdo Caputo

  DOI：10.1016/s0040-4039(00)81642-1

  日期：1983.1

  A new synthetic method has been devised for the rapid conversion of epoxides to chloro-, bromo- and iodo-hydrins in quantitative yield, under mild conditions and in the absence of protic acids.

  已经设计出一种新的合成方法，用于在温和条件下且没有质子酸的情况下，以定量收率将环氧化物快速转化为氯代，溴代和碘代醇。
• Asymmetry between encoding and retrieval processes: Evidence from divided attention and a calibration analysis
  作者：Moshe Naveh-Benjamin、Fergus I. M. Craik、Dana Gavrilescu、Nicole D. Anderson

  DOI：10.3758/bf03209344

  日期：2000.11

  Two experiments provide further information on the effects of divided attention (DA) on encoding and retrieval processes. The first experiment examined the effects of decision and motor difficulty of a concurrent reaction time task. A calibration analysis was used in the second experiment to test the hypothesis that shifting attentional emphasis away from encoding to the secondary task reduces the level of processing the to-be-remembered items receive. Overall, the results confirm and extend the conclusions of Craik, Govoni, Naveh-Benjamin, and Anderson (1996) and Naveh-Benjamin, Craik, Guez, and Dori (1998), by pointing to clear differences between encoding and retrieval processes: Encoding is affected by simultaneous task demands, especially those associated with "central" resources involved in conscious decision making, whereas retrieval is obligatory in that it is largely immune to the effects of simultaneous demands. The results of the calibration analysis suggest that one reason for the poorer memory performance as a result of DA at encoding is a qualitative shift to less deep, elaborative strategies.