(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl nitrite | 6709-70-2

• 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
• 英文名称: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl nitrite
• 英文别名: Cholesterol nitrite；[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] nitrite
• CAS: 6709-70-2
• 化学式: C₂₇H₄₅NO₂
• 分子量: 415.66
• InChiKey: YVTKHIPNKFYNJY-DPAQBDIFSA-N

物化性质

• 沸点：
  105-108 °C
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

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)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl nitrite 在 盐酸 作用下， 以 乙醚 、 苯 为溶剂， 反应 27.0h， 生成 3,3-dimethoxy-3,4-secocholest-5-en-4-one oxime
  参考文献：
  名称：

  Suginome, Hiroshi; Maeda, Norio; Kaji, Makoto, Journal of the Chemical Society. Perkin transactions I, 1982, p. 111 - 116

  摘要：

  DOI：
• 作为产物：
  描述：

  胆固醇 在 3,3-dimethyl-2-nitroso-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以85%的产率得到(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl nitrite
  参考文献：
  名称：

  温和条件下用于亚硝化的多功能新试剂

  摘要：

  在这里，我们报告了一种在温和的实验条件下进行反硝化的新化学试剂。这种新试剂在很宽的温度范围内对空气和湿气都稳定，并且对多种溶剂中的亚硝基化有效。与传统的亚硝化方法相比，我们的试剂对易氧化或可逆转亚硝化的底物显示出较高的官能团耐受性。首次在此访问了几种具有挑战性的亚硝基化合物，其中包括15种N个同位素。X射线数据证实了该试剂的两种旋转异构体在室温下是构型稳定的，尽管仅一种异构体对亚硝基化有效。计算分析描述了旋转异构体相互转化的能量，包括有趣的几何依赖性杂交效应。

  DOI：

  10.1021/acs.orglett.1c00637

文献信息

• Hydrolysis, nitrosyl exchange, and synthesis of alkyl nitrites
  作者：Michael P. Doyle、Jan W. Terpstra、Ruth A. Pickering、Diane M. LePoire

  DOI：10.1021/jo00168a002

  日期：1983.10
• Effects of Spelling Errors on the Perception of Writers
  作者：David S. Kreiner、Summer D. Schnakenberg、Angela G. Green、Michael J. Costello、Anis F. McClin

  DOI：10.1080/00221300209602029

  日期：2002.1

  The authors investigated the perceived relationship between spelling errors and cognitive abilities in a series of 3 experiments, Specifically, they examined whether college students' ratings of an author's intellectual ability, logical ability, and writing ability were affected by the presence of spelling errors. In the 1st experiment, the presence of 4 spelling errors in a short essay did not significantly affect the ratings. The spelling ability of college students, as measured by a standard oral dictation spelling test, was moderately correlated with a brief test of intelligence. In a 2nd experiment, college students rated the author of a short essay as having lower ability when there was a large number of spelling errors. The effect was more pronounced on the ratings of writing ability than it was on the ratings of logical ability or intellectual ability. This finding was replicated in a 3rd experiment, in which the essay contained misspellings actually made by writers. The results suggest that spelling errors can affect how people perceive writers, particularly when there are many spelling errors. College students appear to attribute spelling errors more to writing ability than they do to general cognitive abilities such as intelligence and logical ability.
• Daeumer,E., Diss. <Halle 1912> S. 22
  作者：Daeumer,E.

  DOI：——

  日期：——
• Montignie, Bulletin de la Societe Chimique de France, 1926, vol. <4> 39, p. 1275,1277
  作者：Montignie

  DOI：——

  日期：——
• DOYLE, M. P.;TERPSTRA, J. W.;PICKERING, R. A.;LEPOIRE, D. M., J. ORG. CHEM., 1983, 48, N 20, 3379-3382
  作者：DOYLE, M. P.、TERPSTRA, J. W.、PICKERING, R. A.、LEPOIRE, D. M.

  DOI：——

  日期：——