poecillanosine methyl ether | 930269-33-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: poecillanosine methyl ether
• 英文别名: [(2S)-1-[methoxy(nitroso)amino]heptadecan-2-yl] acetate
• CAS: 930269-33-3
• 化学式: C₂₀H₄₀N₂O₄
• 分子量: 372.549
• InChiKey: RHHIVGILQKAOQU-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  26
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  68.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  poecillanosine methyl ether 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Poecillanosine, a new free radical scavenger from the marine sponge Poecillastra spec. aff. tenuilaminaris

  摘要：

  A new free radical scavenger, poecillanosine (1) was isolated from the marine sponge Poecillastra spec. aff, tenuilaminaris and its structure elucidated as a nitrosohydroxyalkylamine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10260-x
• 作为产物：
  描述：

  正十四烷基三苯基溴化膦 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 草酰氯 、 盐酸羟胺 、 氢气 、 sodium methylate 、 sodium nitrite 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 乙酸乙酯 为溶剂， -78.0~20.0 ℃ 、344.74 kPa 条件下， 反应 162.33h， 生成 poecillanosine methyl ether
  参考文献：
  名称：

  Study of the synthesis of poecillanosine

  摘要：

  The synthesis of poecillanosine, a natural N-hydroxy-N-nitroso-alkylamine compound, was studied. Poecillanosine was shown to be unstable under acidic nitrosation conditions. Only degradation compounds of poecillanosine were obtained under such conditions, however, the O-methyl derivative of poecillanosine was synthesised and confirmed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.059

文献信息

• Study of the synthesis of poecillanosine
  作者：Ming Xian、Brian J. Shuhler

  DOI：10.1016/j.tetlet.2006.12.059

  日期：2007.2

  The synthesis of poecillanosine, a natural N-hydroxy-N-nitroso-alkylamine compound, was studied. Poecillanosine was shown to be unstable under acidic nitrosation conditions. Only degradation compounds of poecillanosine were obtained under such conditions, however, the O-methyl derivative of poecillanosine was synthesised and confirmed. (c) 2006 Elsevier Ltd. All rights reserved.
• Poecillanosine, a new free radical scavenger from the marine sponge Poecillastra spec. aff. tenuilaminaris
  作者：Takenori Natori、Yoko Kataoka、Shinichiro Kato、Hiroyuki Kawai、Nobuhiro Fusetani

  DOI：10.1016/s0040-4039(97)10260-x

  日期：1997.12

  A new free radical scavenger, poecillanosine (1) was isolated from the marine sponge Poecillastra spec. aff, tenuilaminaris and its structure elucidated as a nitrosohydroxyalkylamine. (C) 1997 Elsevier Science Ltd.