17-oxo-14β-androst-5-en-3β-yl acetate | 33203-18-8

• 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: 17-oxo-14β-androst-5-en-3β-yl acetate
• 英文别名: dehydroisoandrosterone 3-acetate；3β-acetoxy-(14β)-androst-5-en-17-one；3β-Acetoxy-14β-androst-5-en-17-on；[(3S,8R,9S,10R,13S,14R)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
• CAS: 33203-18-8
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: NCMZQTLCXHGLOK-MROOBOTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  17-oxo-14β-androst-5-en-3β-yl acetate 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 0.08h， 以91%的产率得到17α-hydroxy-14β-androst-5-en-3β-yl acetate
  参考文献：
  名称：

  Cerny, Ivan; Pouzar, Vladimir; Budesinsky, Milos, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 10, p. 2510 - 2520

  摘要：

  DOI：
• 作为产物：
  描述：

  (3β,14β)-3-hydroxyandrost-5-en-17-one 生成 17-oxo-14β-androst-5-en-3β-yl acetate
  参考文献：
  名称：

  CERNY, IVAN;POUZAR, VLADIMIR;BUDESINSKY, MILOS;DRASAR, PAVEL;HAVEL, MIROS+, COLLECT. CZECHOSL. CHEM. COMMUN., 55,(1990) N0, C. 2510-2520

  摘要：

  DOI：

文献信息

• Development of a Suzuki Cross-Coupling Reaction between 2-Azidoarylboronic Pinacolate Esters and Vinyl Triflates To Enable the Synthesis of [2,3]-Fused Indole Heterocycles
  作者：Navendu Jana、Quyen Nguyen、Tom G. Driver

  DOI：10.1021/jo500252e

  日期：2014.3.21

  The scope and limitations of a Suzuki reaction between 2-azidoarylboronic acid pinacolate esters and vinyl triflates are reported. This cross-coupling reaction enables the regioselective synthesis of indoles after a subsequent RhII2-catalyzed sp2-C–H bond amination reaction.

  报道了 2-叠氮基硼酸频哪酸酯和乙烯基三氟甲磺酸酯之间的 Suzuki 反应的范围和局限性。这种交叉偶联反应能够在随后的 Rh II 2催化的 sp 2 -C-H 键胺化反应后区域选择性地合成吲哚。
• 14.BETA.,17-ALPHA-HYDROXYMETHYLANDROSTANE DERIVATIVES AS ANDROGENS
  申请人：Akzo Nobel N.V.

  公开号：EP1163259B1

  公开（公告）日：2002-11-20
• US6881728B1
  申请人：——

  公开号：US6881728B1

  公开（公告）日：2005-04-19
• [EN] 14.BETA., 17-ALPHA-HYDROXYMETHYLANDROSTANE DERIVATIVES AS ANDROGENS<br/>[FR] DERIVES DE 14.BETA., ALPHA-HYDROXYMETHYLANDROSTANE INTERVENANT COMME ANDROGENES
  申请人：AKZO NOBEL NV

  公开号：WO2000053619A1

  公开（公告）日：2000-09-14

  The disclosed invention relates to the unexpected finding of steroids for use as androgens which are characterized by a configuration opposite to that of natural steroids, viz. 14α, 17β. These steroids according to the invention are (14β, 17α)-17-(hydroxymethyl) steroids, and they are found to have in common an androgenic activity. They can be used for the preparation of an agent for male contraception, as well as for the preparation of a medicament for the treatment of androgen insufficiency.
• Cerny, Ivan; Pouzar, Vladimir; Budesinsky, Milos, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 10, p. 2510 - 2520
  作者：Cerny, Ivan、Pouzar, Vladimir、Budesinsky, Milos、Drasar, Pavel、Havel, Miroslav

  DOI：——

  日期：——