diethyl 2-hydroxy-3-bromopropylphosphonate | 65345-06-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 2-hydroxy-3-bromopropylphosphonate
• 英文别名: Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester；1-bromo-3-diethoxyphosphorylpropan-2-ol
• CAS: 65345-06-4
• 化学式: C₇H₁₆BrO₄P
• 分子量: 275.079
• InChiKey: SUTSIXJDJYWVRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[[[2-(1-Benzylpyrrolidine-2-carbonyl)azanidylphenyl]-phenylmethylidene]amino]acetate;nickel(2+) 、 diethyl 2-hydroxy-3-bromopropylphosphonate 在 KOH 作用下， 以 乙腈 为溶剂， 以29.6%的产率得到
  参考文献：
  名称：

  Asymmetric synthesis of organoelemental analogs of natural compounds. 7. (2R,3S)-2-amino-3-hydroxy-5-phosphonovaleric acid

  摘要：

  The reaction of the Ni(II) complex of the Schiff base of glycine with (S)-2-N-(N1-benzylprolyl)-o-aminobenzophenone with diethyl-3-bromo-2-hydroxypropyl phosphonate yields the corresponding complex from which (2R, 3S)-2-amino-3-hydroxy-5-phosphonovaleric acid is separated with HCl.

  DOI：

  10.1007/bf00864540
• 作为产物：
  描述：

  2,3-环氧丙基膦酸二乙基酯 在 氢溴酸 作用下， 生成 diethyl 2-hydroxy-3-bromopropylphosphonate
  参考文献：
  名称：

  DE2733658

  摘要：

  公开号：

文献信息

• Herbicidal hydroxyamino phosphonic acids and derivatives
  申请人：Rohm and Hass Company

  公开号：US04693742A1

  公开（公告）日：1987-09-15

  Compounds having the formula ##STR1## wherein R.sup.1 is a acyl, R.sup.2 is hydrogen, lower alkyl, ar(lower)alkyl or acyl, and A is lower alkylene, lower alkenylene or hydroxy(lower)alkylene, or an agronomically-acceptable salt or ester thereof, are herbicidally active.

  具有以下结构式的化合物具有除草活性：其中R.sup.1是酰基，R.sup.2是氢、较低的烷基、芳基(较低)烷基或酰基，A是较低的烷基、较低的烯基或羟基(较低)烷基，或其农学上可接受的盐或酯。
• Synthesis of Novel Enantiomerically Pure<i>C</i> ₃-Symmetric Trialkanolamine Ligand­ Containing Phosphoryl Groups
  作者：Andrzej E. Wróblewski、Anetta Hałajewska-Wosik

  DOI：10.1055/s-2006-926349

  日期：——

  Catalytic activity of ten metal salts in the reaction of benz­hydrylamine and benzylamine with diethyl 2,3-epoxypropylphosphonate (1) was studied. Only in the presence of copper(I) iodide pure diethyl 3-benzhydrylamino- and 3-benzylamino-2-hydroxy­propylphosphonates were produced quantitatively. Although the reactions­ catalysed by calcium(II) triflate were the fastest, they led to the contamination of the major products with the respective bisphosphonates. Enantiomerically pure (S,S)-bis[2-(O,O-diethyl­phosphorylmethyl)ethanol]amine (10) was prepared in a Ca(OTf)2-catalysed reaction of (S)-1 (ee 94%) with 0.4 equivalent benzyl­amine followed by hydrogenolysis. The bisphosphonate (S,S)-10 was transformed into enantiomerically pure (S,S,S)-tris[2-(O,O-diethylphosphorylmethyl)ethanol]amine (2), when reacted with (S)-1 (ee 94%) or into (R,S,S)-2, when (R)-1 (ee 94%) was used.

  研究了十种金属盐在苯海拉明和苄胺与 2,3-环氧丙基膦酸二乙酯（1）反应中的催化活性。只有在碘化铜（I）存在的情况下，才能定量生成纯净的 3-苄基氨基和 3-苄基氨基-2-羟基丙基膦酸二乙酯。虽然三酸钙（II）催化的反应速度最快，但它们会导致主要产物受到相应双膦酸盐的污染。(S,S)-双[2-(O,O-二乙基磷酰甲基)乙醇]胺(10)是在 Ca(OTf)2 催化下，由(S)-1（ee 94%）与 0.4 等量的苄胺反应，然后加氢分解制备的对映体纯品。当与(S)-1（ee 94%）反应时，双膦酸盐(S,S)-10 转化为对映体纯的(S,S,S)-三[2-(O,O-二乙基磷酰甲基)乙醇]胺(2)；当使用(R)-1（ee 94%）时，则转化为(R,S,S)-2。
• Hydroxyaminohydrocarbonphosphonic acid derivatives and use thereof as an
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04182758A1

  公开（公告）日：1980-01-08

  Hydroxyaminohydrocarbonphosphonic acid derivatives represented by the formula: ##STR1## wherein R.sup.1 is hydrogen or acyl, R.sup.2 is hydrogen, lower alkyl, ar(lower) alkyl or acyl, and A is lower alkylene, lower alkenylene or hydroxy(lower) alkylene, or the esters at the phosphono group thereof or the pharmaceutically acceptable salts thereof, excepting 3-(N-acetyl-N-hydroxyamino) propylphosphonic acid, 3-(N-acetyl-N-hydroxyamino)-2-hydroxypropylphosphonic acid, and their pharmaceutically acceptable salts, and processes for preparing the same. Included are compounds having antimicrobial activity against various pathogenic organisms.

  化合物的化学式为：##STR1## 其中R.sup.1为氢或酰基，R.sup.2为氢、低碳基、芳基(低)碳基或酰基，A为低碳基、低烯基或羟基(低)碳基，或其磷酸酯或药学上可接受的盐，但不包括3-(N-乙酰-N-羟基氨基)丙基磷酸、3-(N-乙酰-N-羟基氨基)-2-羟基丙基磷酸及其药学上可接受的盐，以及制备它们的过程。这些化合物具有抗各种致病微生物的活性。
• Hydroxyaminohydrocarbonphosphonic acids
  申请人：Fujisawa Pharmaceutical Company, Limited

  公开号：US04206156A1

  公开（公告）日：1980-06-03

  New hydroxyaminohydrocarbonphosphonic acid derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen or acyl, R.sup.2 is hydrogen, lower alkyl, ar(lower)alkyl or acyl, and A is lower alkylene, lower alkenylene or hydroxy(lower)alkylene, or the esters at the phosphono group thereof or the pharmaceutical acceptable salt thereof, and production and use thereof.

  新的羟胺基羟基碳膦酸衍生物的化学式为：##STR1## 其中R.sup.1是氢或酰基，R.sup.2是氢、低级烷基、芳基(低级)烷基或酰基，A是低级烷基、低级烯基或羟基(低级)烷基，或其磷酸酯基或制药可接受的盐，以及其生产和使用。
• DE2733658
  申请人：——

  公开号：——

  公开（公告）日：——