3,3,8,8-Tetramethyl-5-[phenyl-[6-[[phenyl-(3,3,8,8-tetramethyl-2,7-dioxo-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonan-5-yl)methyl]amino]hexylamino]methyl]-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonane-2,7-dione | 470685-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3,8,8-Tetramethyl-5-[phenyl-[6-[[phenyl-(3,3,8,8-tetramethyl-2,7-dioxo-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonan-5-yl)methyl]amino]hexylamino]methyl]-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonane-2,7-dione
• 英文别名: 3,3,8,8-tetramethyl-5-[phenyl-[6-[[phenyl-(3,3,8,8-tetramethyl-2,7-dioxo-1,4,6,9-tetraoxa-5λ5-phosphaspiro[4.4]nonan-5-yl)methyl]amino]hexylamino]methyl]-1,4,6,9-tetraoxa-5λ5-phosphaspiro[4.4]nonane-2,7-dione
• CAS: 470685-91-7
• 化学式: C₃₆H₅₀N₂O₁₂P₂
• 分子量: 764.747
• InChiKey: SALZYCRWDQRCTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  52
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  166
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3,3,8,8-Tetramethyl-5-[phenyl-[6-[[phenyl-(3,3,8,8-tetramethyl-2,7-dioxo-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonan-5-yl)methyl]amino]hexylamino]methyl]-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonane-2,7-dione 在 乙腈 作用下， 以 水 为溶剂， 以81%的产率得到2-({[6-({[(1-Carboxy-1-methyl-ethoxy)-hydroxy-phosphoryl]-phenyl-methyl}-amino)-hexylamino]-phenyl-methyl}-hydroxy-phosphinoyloxy)-2-methyl-propionic acid
  参考文献：
  名称：

  Efficient synthesis of bolaform- and gemini-type alkyl-bis-[(α-amino)phosphonocarboxylic or phosphonic acid] surfactants

  摘要：

  The synthesis of a new series of bolaform- and gemini-type phosphorus acid surfactants is described. The Pudovik addition reaction of P-H bond tetraoxyspirophosphoranes to symmetrical, prochiral bis-imines bearing different more or less long and rigid linkers occurs instantaneously at room temperature. This reaction is diastereoselective and quantitatively leads to the corresponding alkyl-bis-[alpha-aminospirophosphoranes] in good to high diastereomeric ratio. Selective and one-pot hydrolysis of these P*-C* bond bis-spirophosphoranes can be readily achieved either at room temperature by moist solvents giving the corresponding alkyl-bis-[alpha-aminophosphonocarboxylic acid] amphiphiles, or by a more drastic reaction of 20% aqueous hydrochloric acid under reflux affording free alkyl-bis[alpha-aminophosphonic acid] surfactants in good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00535-5
• 作为产物：
  描述：

  N-[6-(benzylideneamino)hexyl]-1-phenylmethanimine 、 tetraoxispirophosphorane 以 二氯甲烷 为溶剂， 以100%的产率得到3,3,8,8-Tetramethyl-5-[phenyl-[6-[[phenyl-(3,3,8,8-tetramethyl-2,7-dioxo-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonan-5-yl)methyl]amino]hexylamino]methyl]-1,4,6,9-tetraoxa-5lambda5-phosphaspiro[4.4]nonane-2,7-dione
  参考文献：
  名称：

  Efficient synthesis of bolaform- and gemini-type alkyl-bis-[(α-amino)phosphonocarboxylic or phosphonic acid] surfactants

  摘要：

  The synthesis of a new series of bolaform- and gemini-type phosphorus acid surfactants is described. The Pudovik addition reaction of P-H bond tetraoxyspirophosphoranes to symmetrical, prochiral bis-imines bearing different more or less long and rigid linkers occurs instantaneously at room temperature. This reaction is diastereoselective and quantitatively leads to the corresponding alkyl-bis-[alpha-aminospirophosphoranes] in good to high diastereomeric ratio. Selective and one-pot hydrolysis of these P*-C* bond bis-spirophosphoranes can be readily achieved either at room temperature by moist solvents giving the corresponding alkyl-bis-[alpha-aminophosphonocarboxylic acid] amphiphiles, or by a more drastic reaction of 20% aqueous hydrochloric acid under reflux affording free alkyl-bis[alpha-aminophosphonic acid] surfactants in good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00535-5

文献信息

• Efficient synthesis of bolaform- and gemini-type alkyl-bis-[(α-amino)phosphonocarboxylic or phosphonic acid] surfactants
  作者：Karine Vercruysse-Moreira、Christophe Déjugnat、Guita Etemad-Moghadam

  DOI：10.1016/s0040-4020(02)00535-5

  日期：2002.7

  The synthesis of a new series of bolaform- and gemini-type phosphorus acid surfactants is described. The Pudovik addition reaction of P-H bond tetraoxyspirophosphoranes to symmetrical, prochiral bis-imines bearing different more or less long and rigid linkers occurs instantaneously at room temperature. This reaction is diastereoselective and quantitatively leads to the corresponding alkyl-bis-[alpha-aminospirophosphoranes] in good to high diastereomeric ratio. Selective and one-pot hydrolysis of these P*-C* bond bis-spirophosphoranes can be readily achieved either at room temperature by moist solvents giving the corresponding alkyl-bis-[alpha-aminophosphonocarboxylic acid] amphiphiles, or by a more drastic reaction of 20% aqueous hydrochloric acid under reflux affording free alkyl-bis[alpha-aminophosphonic acid] surfactants in good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.