2-[2-[(2-Methoxyphenyl)methylamino]ethyl-[2-(naphthalen-1-ylmethylamino)ethyl]amino]ethanol | 1293980-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[2-[(2-Methoxyphenyl)methylamino]ethyl-[2-(naphthalen-1-ylmethylamino)ethyl]amino]ethanol
• 英文别名: 2-[2-[(2-methoxyphenyl)methylamino]ethyl-[2-(naphthalen-1-ylmethylamino)ethyl]amino]ethanol
• CAS: 1293980-12-7
• 化学式: C₂₅H₃₃N₃O₂
• 分子量: 407.556
• InChiKey: MENOANWCNJAKFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[2-[(2-Methoxyphenyl)methylamino]ethyl-[2-(naphthalen-1-ylmethylamino)ethyl]amino]ethanol 在 potassium tert-butylate 、 三(二甲胺基)膦 、 三氯化磷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.0h， 生成 8-[(2-Methoxyphenyl)methyl]-9-(naphthalen-1-ylmethyl)-2-oxa-5,8,9-triaza-1-phosphabicyclo[3.3.3]undecane
  参考文献：
  名称：

  First synthesis of P-chirogenic prophosphatranes

  摘要：

  Syntheses are reported for the novel P-chirogenic bicyclic prophosphatranes P(RNCH2CH2)(2)N(OCH2CH2)-(8) in which the two R groups [i.e., 1-methylenenaphthyl and 1,2-methoxybenzyl (8)] and in its corresponding phosphine oxide (9) are different. Also synthesized was the transannulated protonated phosphatrane cation in the salt [HP(RNCH2CH2)(3)N]Cl in which the three R groups [i.e., 1-methylenenaphthyl, 1,2-methoxybenzyl, and (S)-1-phenethyl (14)] are different, and also in its corresponding deprotonated prophosphatrane form P(RNCH2CH2)(3)N (15). Good analytical resolution of racemic 9 is reported, whereas only partial resolution was achieved for diastereomeric 14. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.041
• 作为产物：
  描述：

  2-[二(2-氨基乙基)氨基]乙醇 在 盐酸 、 sodium tetrahydroborate 、 水 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 66.0h， 生成 2-[2-[(2-Methoxyphenyl)methylamino]ethyl-[2-(naphthalen-1-ylmethylamino)ethyl]amino]ethanol
  参考文献：
  名称：

  First synthesis of P-chirogenic prophosphatranes

  摘要：

  Syntheses are reported for the novel P-chirogenic bicyclic prophosphatranes P(RNCH2CH2)(2)N(OCH2CH2)-(8) in which the two R groups [i.e., 1-methylenenaphthyl and 1,2-methoxybenzyl (8)] and in its corresponding phosphine oxide (9) are different. Also synthesized was the transannulated protonated phosphatrane cation in the salt [HP(RNCH2CH2)(3)N]Cl in which the three R groups [i.e., 1-methylenenaphthyl, 1,2-methoxybenzyl, and (S)-1-phenethyl (14)] are different, and also in its corresponding deprotonated prophosphatrane form P(RNCH2CH2)(3)N (15). Good analytical resolution of racemic 9 is reported, whereas only partial resolution was achieved for diastereomeric 14. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.041

文献信息

• First synthesis of P-chirogenic prophosphatranes
  作者：Yibo Zhou、Daniel W. Armstrong、Ying Zhang、John G. Verkade

  DOI：10.1016/j.tetlet.2011.01.041

  日期：2011.4

  Syntheses are reported for the novel P-chirogenic bicyclic prophosphatranes P(RNCH2CH2)(2)N(OCH2CH2)-(8) in which the two R groups [i.e., 1-methylenenaphthyl and 1,2-methoxybenzyl (8)] and in its corresponding phosphine oxide (9) are different. Also synthesized was the transannulated protonated phosphatrane cation in the salt [HP(RNCH2CH2)(3)N]Cl in which the three R groups [i.e., 1-methylenenaphthyl, 1,2-methoxybenzyl, and (S)-1-phenethyl (14)] are different, and also in its corresponding deprotonated prophosphatrane form P(RNCH2CH2)(3)N (15). Good analytical resolution of racemic 9 is reported, whereas only partial resolution was achieved for diastereomeric 14. (C) 2011 Elsevier Ltd. All rights reserved.