[(1R,2S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-3-phenyl-propyl]-phosphonic acid diethyl ester | 150993-44-5

• 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: [(1R,2S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-3-phenyl-propyl]-phosphonic acid diethyl ester
• CAS: 150993-44-5
• 化学式: C₃₃H₄₈NO₄PSi
• 分子量: 581.808
• InChiKey: GPMVFVUWRLXSRV-AJQTZOPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.91
• 重原子数：
  40.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(1R,2S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-3-phenyl-propyl]-phosphonic acid diethyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 diethyl 2-(dibenzylamino)-1-hydroxy-3-phenylpropylphosphonate
  参考文献：
  名称：

  Stereodivergent synthesis of β-amino-α-hydroxyphosphonic acid derivatives by lewis acid mediated stereosclective hydrophosphonylation of α-amino aldehydes

  摘要：

  The highly diastereoselective synthesis of beta-amino-alpha-hydroxyphosphonic acid derivatives was achieved by Lewis acid mediated hydrophosphonylation of alpha-dibenzylamino aldehyde. Diastereofacial differentiation could be controlled in either a chelation or a nonchelation manner by simple tuning of the nature of phosphoric nucleophiles.

  DOI：

  10.1016/s0957-4166(00)80325-0
• 作为产物：
  描述：

  苯丙醛,a-[二(苯基甲基)氨基]-,(S)- 、 tert-butyldimethylsilyloxydiethyl phosphonic ester 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 [(1R,2S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-3-phenyl-propyl]-phosphonic acid diethyl ester
  参考文献：
  名称：

  Stereodivergent synthesis of β-amino-α-hydroxyphosphonic acid derivatives by lewis acid mediated stereosclective hydrophosphonylation of α-amino aldehydes

  摘要：

  The highly diastereoselective synthesis of beta-amino-alpha-hydroxyphosphonic acid derivatives was achieved by Lewis acid mediated hydrophosphonylation of alpha-dibenzylamino aldehyde. Diastereofacial differentiation could be controlled in either a chelation or a nonchelation manner by simple tuning of the nature of phosphoric nucleophiles.

  DOI：

  10.1016/s0957-4166(00)80325-0