[1-(二甲氧基亚膦酰)-3-环戊烯-1-基]-氨基甲酸叔丁酯 | 478303-24-1

• 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
• 中文名称: [1-(二甲氧基亚膦酰)-3-环戊烯-1-基]-氨基甲酸叔丁酯
• 英文名称: (1-tert-Butoxycarbonylamino-cyclopent-3-enyl)-phosphonic acid dimethyl ester
• 英文别名: 1-(tert-Butoxycarbonylamino)-3-cyclopentenylphosphonic acid dimethyl ester；tert-butyl N-(1-dimethoxyphosphorylcyclopent-3-en-1-yl)carbamate
• CAS: 478303-24-1
• 化学式: C₁₂H₂₂NO₅P
• 分子量: 291.284
• InChiKey: DYBFWMWDAXXKEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  叔丁醇 、 (1-Isocyanato-cyclopent-3-enyl)-phosphonic acid dimethyl ester 以 甲苯 为溶剂， 以30.1 mg的产率得到[1-(二甲氧基亚膦酰)-3-环戊烯-1-基]-氨基甲酸叔丁酯
  参考文献：
  名称：

  Conformationally Constrained α-Boc-Aminophosphonates via Transition Metal-Catalyzed/Curtius Rearrangement Strategies

  摘要：

  A transition metal-catalyzed/Curtius rearrangement sequence toward the development of conformationally constrained alpha-Boc-aminophosphonates 2-6 is described. An approach using the versatile tert-butylphosphonoacetate moieties 1a and 1b to derive an array of mono- and bicyclic alpha-Boc-aminophosphonate systems is presented. Conformational constraint is incorporated using either the ring-closing metathesis reaction catalyzed by the first generation Grubbs catalyst or intramolecular cyclopropanation mediated by Rh-2(OAc)(4). Using the tert-butyl ester functionality in 1a or 1b as a potential amino group, the Curtius rearrangement provides an efficient route toward the target alpha-Boc-aminophosphonates.

  DOI：

  10.1021/jo0262208

文献信息

• Conformationally Constrained α-Boc-Aminophosphonates via Transition Metal-Catalyzed/Curtius Rearrangement Strategies
  作者：Joel D. Moore、Kevin T. Sprott、Paul R. Hanson

  DOI：10.1021/jo0262208

  日期：2002.11.1

  A transition metal-catalyzed/Curtius rearrangement sequence toward the development of conformationally constrained alpha-Boc-aminophosphonates 2-6 is described. An approach using the versatile tert-butylphosphonoacetate moieties 1a and 1b to derive an array of mono- and bicyclic alpha-Boc-aminophosphonate systems is presented. Conformational constraint is incorporated using either the ring-closing metathesis reaction catalyzed by the first generation Grubbs catalyst or intramolecular cyclopropanation mediated by Rh-2(OAc)(4). Using the tert-butyl ester functionality in 1a or 1b as a potential amino group, the Curtius rearrangement provides an efficient route toward the target alpha-Boc-aminophosphonates.