5α,16α-dibromo-6β,19-oxidoandrostane-3,17-dione | 116535-60-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 5α,16α-dibromo-6β,19-oxidoandrostane-3,17-dione
• 英文别名: 5α,16α-dibromo-6β,19-epoxyandrostane-3,17-dione；(1R,2S,5S,7R,9S,10S,12R,13R)-7,13-dibromo-5-methyl-19-oxapentacyclo[10.5.2.01,13.02,10.05,9]nonadecane-6,15-dione
• CAS: 116535-60-5
• 化学式: C₁₉H₂₄Br₂O₃
• 分子量: 460.206
• InChiKey: VRDWYDYAAJJUCN-BKVXWODISA-N

物化性质

• 沸点：
  532.9±50.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5α,16α-dibromo-6β,19-oxidoandrostane-3,17-dione 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 16α,17β-dihydroxy-6β,19-epoxyandrost-4-en-3-one
  参考文献：
  名称：

  Stevenson, David E.; Wright, J. Neville; Akhtar, Muhammad, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2043 - 2052

  摘要：

  DOI：
• 作为产物：
  描述：

  5α,16α-dibromo-3β-hydroxy-6β,19-oxidoandrostan-17-one 在 jones reagent 作用下， 以80%的产率得到5α,16α-dibromo-6β,19-oxidoandrostane-3,17-dione
  参考文献：
  名称：

  Stevenson, David E.; Wright, J. Neville; Akhtar, Muhammad, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2043 - 2052

  摘要：

  DOI：

文献信息

• Synthesis of 16α,19-dihydroxy-4-androstene-3,17-dione and 3β,16α,19-trihydroxy-5-androsten-17-one and their 17β-hydroxy-16-keto isomers
  作者：Mitsuteru Numazawa、Ayako Mutsumi、Mieko Ogata、Yoshio Osawa

  DOI：10.1016/0039-128x(87)90002-x

  日期：1987.4

  3 beta,16 alpha,19-Trihydroxy-5-androsten-17-one and 16 alpha,17-dihydroxy-4-androstene-3,17-dione were synthesized from the 5 alpha-bromo-6 beta,19-epoxy-17-ketone derivative 1, using the bromination at C-16 alpha of the 17-ketone 1 and the controlled alkaline hydrolysis of the 16 alpha-bromo-17-ketones 2 and 11 as key reactions. Zinc dust reductive cleavage of the 6 beta,19-epoxy-16 alpha-hydroxy-17-ketones 4 and 12, produced by controlled hydrolysis, gave the corresponding 19-alcohol derivatives 6 and 14, which were rearranged to the 17 beta-hydroxy-16-ketones 7 and 15 when treated with sodium hydroxide. The 3 beta,16 alpha,17 beta,19-tetrol 8 was obtained from the 16 alpha-ketol 6 by reaction with sodium borohydride.
• STEVENSON, DAVID E.;WRIGHT, J. NEVILLE;AKHTAR, MUHAMMAD, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 7, C. 2043-2052
  作者：STEVENSON, DAVID E.、WRIGHT, J. NEVILLE、AKHTAR, MUHAMMAD

  DOI：——

  日期：——