(3S,8S,9S,10R,13R,14S,17R)-3-氯-17-[(2R,5R)-5-乙基-6-甲基庚烷-2-基]-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲 | 33999-15-4

• 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: (3S,8S,9S,10R,13R,14S,17R)-3-氯-17-[(2R,5R)-5-乙基-6-甲基庚烷-2-基]-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲
• 英文名称: (24R)-3β-chlorostigmast-5-ene
• 英文别名: Sitosteryl β-chloride；3β-chloro-stigmast-5-ene；3β-Chlor-stigmast-5-en；3β-Chlor-stigmasten-(5)；3-Chlorostigmast-5-ene；(3S,8S,9S,10R,13R,14S,17R)-3-chloro-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 33999-15-4
• 化学式: C₂₉H₄₉Cl
• 分子量: 433.161
• InChiKey: IMWQDSKRNHVSQV-VJSFXXLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3S,8S,9S,10R,13R,14S,17R)-3-氯-17-[(2R,5R)-5-乙基-6-甲基庚烷-2-基]-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲 在 高氯酸 、 氢溴酸 、 溴 、 lithium carbonate 、 lithium bromide 、 N-溴代乙酰胺 作用下， 以 四氢呋喃 、 溶剂黄146 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 (24R)-14α-(hydroperoxy)stigmasta-2,4,7-trien-6-one
  参考文献：
  名称：

  摘要：

  3beta-Chloro-5alpha, 7alpha-dibromo-6-ketosteroids 5a and 5b are synthesized from beta-sitosterol (1a) and cholesterol (1b). Dehydrohalogenation of these forms 7alpha-bromo-2,4-dien-6-ones (6a-b), 2,4-dien-6-ones (7a-b), and 14alpha-hydroperoxy-2,4,7-trien-6-ones (8a-b). Woodward hydroxylation of dienone 6a produces 2beta-iodo-7alpha-bromo-3alpha-acetoxy-Delta(4)-6-ketone 9 and 7alpha-bromo-2alpha,3alpha-diacetoxy-Delta(4)-6-ketone 10. 2beta-Iodo-3alpha-acetoxy-Delta(4,7,14)-trien-6-one 11 is Prepared analogouslyfrom trienone 8a.

  DOI：

  10.1023/a:1020432027888
• 作为产物：
  描述：

  植物甾醇 在 三氯化铝 、 乙醚 作用下， 生成 (3S,8S,9S,10R,13R,14S,17R)-3-氯-17-[(2R,5R)-5-乙基-6-甲基庚烷-2-基]-10,13-二甲基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊二烯并[a]菲
  参考文献：
  名称：

  Broome et al., Journal of the Chemical Society, 1957, p. 2071

  摘要：

  DOI：

文献信息

• Sterols. LXXXVII. Cholesterol and Sitosterol Derivatives
  作者：Russell E. Marker、Ewald Rohrmann

  DOI：10.1021/ja01860a016

  日期：1940.3
• 206. Steroids and the Walden inversion. Part IV. Derivatives of 6-ketositostane and 6 : 17-diketoandrostane
  作者：C. W. Shoppee

  DOI：10.1039/jr9480001043

  日期：——
• Sterols. XXVII. epi-Sitosterol and epi-Stigmasterol
  作者：Russell E. Marker、Elmer J. Lawson、Eugene L. Wittle、Thomas S. Oakwood

  DOI：10.1021/ja01291a071

  日期：1937.12
• Sterols. XXVI. Sitosteryl Chloride, Stigmasteryl Chloride and Related Compounds
  作者：Russell E. Marker、Elmer J. Lawson

  DOI：10.1021/ja01291a070

  日期：1937.12
• Pragmatic guidelines for determining road investment priorities in developing countries
  作者：Brian Field、Duncan Hamilton

  DOI：10.1080/13504500209470118

  日期：2002.9

  In many developing countries, the determination of a ranking of investments designed to improve and extend the road system is a commonplace prerequisite of planning for the transport sector as a whole and the road sub-sector within it. A major objective of determining investment priorities is to secure the greatest efficiency in the use of resources allocated to the sector and, for this reason, any system of assigning priorities must rely upon conventional investment appraisal techniques producing quantifiable measures of worth. Exercises of this kind, in which road investments are identified and ranked, are usually undertaken to produce a road sector investment plan. The implementation of such plans is, however, often compromised because of perceived deficiencies with a methodology which places undue reliance on investment appraisal and fails to properly address the issue of public interest and sustainability. This paper attempts to produce a pragmatic set of ground rules which, while mindful of the need to promote economic efficiency, allow for other factors to be embraced in a more holistic methodology.