7α-(tert-butyloxycarbonyl)amino-23,24-bisnor-5α-cholane-3α,22-diol | 1031391-23-7

• 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: 7α-(tert-butyloxycarbonyl)amino-23,24-bisnor-5α-cholane-3α,22-diol
• CAS: 1031391-23-7
• 化学式: C₂₇H₄₇NO₄
• 分子量: 449.674
• InChiKey: XBUHNYSOFHDKHY-UEVNQOSQSA-N

反应信息

• 作为产物：
  描述：

  7-(tert-butyloxycarbonyl)amino-3-keto-23,24-bisnor-5α-cholan-22-ol 在 potassium tri-sec-butyl-borohydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 7-(tert-butyloxycarbonyl)amino-23,24-bisnor-5α-cholane-3,22-diol 、 7α-(tert-butyloxycarbonyl)amino-23,24-bisnor-5α-cholane-3α,22-diol
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 7α-amino-23,24-bisnor-5α-cholan-22-ol derivatives

  摘要：

  A series of 7 alpha-aminobisnorsteroids were synthesized and their in vitro antimicrobial activity was evaluated regarding Gram-positive and Gram-negative bacteria. The stereoselective reductive amination of 7-ketosteroid 3 with NH4OAc, in the presence of NaBH3CN, afforded a high yield of 7 alpha-aminosteroid 4. The 3,7-diaminobisnorsteroids were obtained by the reductive amination of 4 with NH4OTf, Boc-spermidine, and Boc-spermine. 3 alpha,7 alpha-Diaminobisnorsterol dihydrochloride 15 showed the highest antimicrobial activity against Streptococcus pyogenes 308A with a MIC value of 1.6 mu g/mL. Hemolytic activities of the compounds 13-20 were determined. Compound 13 showed MHC value at 100 mu g/mL. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.042