dimethyl N-(benzyloxycarbonyl)aminomethylphosphonate | 59191-35-4

• 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: dimethyl N-(benzyloxycarbonyl)aminomethylphosphonate
• 英文别名: benzyl N-(dimethoxyphosphorylmethyl)carbamate
• CAS: 59191-35-4
• 化学式: C₁₁H₁₆NO₅P
• 分子量: 273.226
• InChiKey: JFSPPVHXNHVJTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl N-(benzyloxycarbonyl)aminomethylphosphonate 在 sodium hydroxide 、 氯化亚砜 作用下， 反应 0.67h， 生成 methyl N-(benzyloxycarbonyl)aminomethylphosphonochloridate
  参考文献：
  名称：

  Reactive species formed from N-benzyloxycarbonyl α-aminophosphonochloridates and triethylamine: probable identity and implications for synthesisElectronic supplementary information (ESI) available: NMR data for compounds 4 and 5 (X = Cl) and the products formed by them with Et3N. See http://www.rsc.org/suppdata/cc/b1/b109231f/

  摘要：

  立体拥塞的膦酰氯 BnOCONHCMe2P(O)(OMe)Cl 与 Et3N 快速反应，生成被认为是噁唑磷啉的氧化物 7（和 Et3NHCl）；未受阻的 BnOCONHCH2P(O)(OMe)Cl 似乎也以同样的方式反应，在这种情况下，生成物并不像人们认为的那样是膦酰铵盐。

  DOI：

  10.1039/b109231f
• 作为产物：
  描述：

  hydroxymethyl carbamic acid benzyl ester 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 dimethyl N-(benzyloxycarbonyl)aminomethylphosphonate
  参考文献：
  名称：

  相邻基团对疏水结合热力学的影响：疏水效应增加了复杂的方面

  摘要：

  使用等温滴定量热法（ITC）对在浅疏水口袋中结合的配体侧链进行系统修饰的热力学后果进行了评估，无论是否存在相邻的配体羧酸酯基团。数据显示，羧酸盐可能会通过改变未结合状态和结合状态下水合水的H键/组织状态来显着改变这些修饰的相对热力学特征。发现该羧酸酯基团在某些情况下是前焓的，对熵的，而在另一些情况下是反焓的，对熵的。还观察到了显着的焓-熵补偿关系，这反映了疏水作用受相关水环境的热力学状态支配的事实。

  DOI：

  10.1021/jm401609a

文献信息

• Influence of Neighboring Groups on the Thermodynamics of Hydrophobic Binding: An Added Complex Facet to the Hydrophobic Effect
  作者：Nader N. Nasief、David Hangauer

  DOI：10.1021/jm401609a

  日期：2014.3.27

  proentropic in others. A remarkable enthalpy–entropy compensation relationship was also observed, reflecting the fact that the hydrophobic effect is governed by the thermodynamic status of the associated aqueous environment. This study could improve our understanding of the hydrophobic effect and may enhance our ability to design potent ligands that are capable of modulating biological processes.

  使用等温滴定量热法（ITC）对在浅疏水口袋中结合的配体侧链进行系统修饰的热力学后果进行了评估，无论是否存在相邻的配体羧酸酯基团。数据显示，羧酸盐可能会通过改变未结合状态和结合状态下水合水的H键/组织状态来显着改变这些修饰的相对热力学特征。发现该羧酸酯基团在某些情况下是前焓的，对熵的，而在另一些情况下是反焓的，对熵的。还观察到了显着的焓-熵补偿关系，这反映了疏水作用受相关水环境的热力学状态支配的事实。
• Reactive species formed from N-benzyloxycarbonyl α-aminophosphonochloridates and triethylamine: probable identity and implications for synthesisElectronic supplementary information (ESI) available: NMR data for compounds 4 and 5 (X = Cl) and the products formed by them with Et3N. See http://www.rsc.org/suppdata/cc/b1/b109231f/
  作者：Paul M. Cullis、Martin J. P. Harger

  DOI：10.1039/b109231f

  日期：2002.2.27

  The sterically congested phosphonochloridate BnOCONHCMe2P(O)(OMe)Cl reacts rapidly with Et3N to give what is thought to be an oxazaphospholine oxide 7 (and Et3NHCl); unhindered BnOCONHCH2P(O)(OMe)Cl seems to react in the same way, in which case the product is not a phosphonylammonium salt as has been suggested.

  立体拥塞的膦酰氯 BnOCONHCMe2P(O)(OMe)Cl 与 Et3N 快速反应，生成被认为是噁唑磷啉的氧化物 7（和 Et3NHCl）；未受阻的 BnOCONHCH2P(O)(OMe)Cl 似乎也以同样的方式反应，在这种情况下，生成物并不像人们认为的那样是膦酰铵盐。
• Pyrrolidine and piperidine derivates as nk1 antagonists
  申请人：Schering Corporation

  公开号：EP1882686A2

  公开（公告）日：2008-01-30

  A NK1 antagonist having the formula (I), wherein Ar1 and Ar2 are optionally substituted phenyl or heteroaryl, X1 is an ether, thio or imino linkage, R4 and R5 are not both H or alkyl, and the remaining variables are as defined in the specification, useful for treating a number of disorders, including emesis, depression, anxiety and cough. Pharmaceutical compositions. Methods of treatment and combinations with other agents are also disclosed.

  一种具有式（I）的 NK1 拮抗剂，其中 Ar1 和 Ar2 是任选取代的苯基或杂芳基，X1 是醚、硫或亚氨基连接，R4 和 R5 并非都是 H 或烷基，其余变量如说明书中所定义，可用于治疗多种疾病，包括呃逆、抑郁、焦虑和咳嗽。药物组合物。还公开了治疗方法和与其他制剂的组合。
• Targeting ACE and ECE with dual acting inhibitors
  作者：Stephen Hanessian、Sébastien Guesné、Ludivine Riber、Julien Marin、Alain Benoist、Philippe Mennecier、Alain Rupin、Tony J. Verbeuren、Guillaume De Nanteuil

  DOI：10.1016/j.bmcl.2007.12.013

  日期：2008.2

  A series of urea analogues related to SA6817 and a GSK phosphonic acid with reported ACE inhibitory activity were prepared and tested for dual ACE and ECE activities. Although excellent ACE and NEP inhibition was achieved, only modest ECE inhibition was observed with one analogue. (C) 2008 Published by Elsevier Ltd.
• Hoffmann,M.; Wasielewski,C., Roczniki Chemii, 1976, vol. 50, p. 139 - 146
  作者：Hoffmann,M.、Wasielewski,C.

  DOI：——

  日期：——