17-(N-acetamidocarbamoyl)androst-16-ene | 461024-74-8

• 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-(N-acetamidocarbamoyl)androst-16-ene
• 英文别名: (8R,9S,10S,13S,14S)-N'-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carbohydrazide
• CAS: 461024-74-8
• 化学式: C₂₂H₃₄N₂O₂
• 分子量: 358.524
• InChiKey: RIYHGCFZLACHJC-IQHRTIQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17-(N-acetamidocarbamoyl)androst-16-ene 在 三氯氧磷 作用下， 反应 8.0h， 以85%的产率得到17-(5'-methyl-1',3',4'-oxadiazol-2-yl)androst-16-ene
  参考文献：
  名称：

  Synthesis of steroidal diacyl hydrazines and their 1,3,4-oxadiazole derivatives

  摘要：

  Homogeneous catalytic hydrazinocarbonylation of some steroid derivatives possessing iodo-alkenyl moiety (17-iodo-androst-16-ene 1, 17-iodo-3-methoxy-estra-1,3,5(10),16-tetraene 2, 17-iodo-4-aza-4-methyl-androst-16-en-3-one 3 and 17-iodo-6beta-hydroxy-3alpha,5alpha-cycloandrost-16-ene 4) were carried out in the presence of a palladium catalyst, a base and acetic or benzoic hydrazide as the nucleophilic reagent. The corresponding N-acetamido-carbamoyl 1a-4a or N-benzamido-carbamoyl derivatives 1b-4b were obtained in high yields. Some of these derivatives served as starting materials for the synthesis of new steroidal 1,3,4-oxadiazole compounds. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00006-5
• 作为产物：
  描述：

  一氧化碳 、 17-iodoandrost-16-ene 、 乙酰肼 在 palladium diacetate 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以87%的产率得到17-(N-acetamidocarbamoyl)androst-16-ene
  参考文献：
  名称：

  Synthesis of steroidal diacyl hydrazines and their 1,3,4-oxadiazole derivatives

  摘要：

  Homogeneous catalytic hydrazinocarbonylation of some steroid derivatives possessing iodo-alkenyl moiety (17-iodo-androst-16-ene 1, 17-iodo-3-methoxy-estra-1,3,5(10),16-tetraene 2, 17-iodo-4-aza-4-methyl-androst-16-en-3-one 3 and 17-iodo-6beta-hydroxy-3alpha,5alpha-cycloandrost-16-ene 4) were carried out in the presence of a palladium catalyst, a base and acetic or benzoic hydrazide as the nucleophilic reagent. The corresponding N-acetamido-carbamoyl 1a-4a or N-benzamido-carbamoyl derivatives 1b-4b were obtained in high yields. Some of these derivatives served as starting materials for the synthesis of new steroidal 1,3,4-oxadiazole compounds. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0039-128x(02)00006-5