[(R)-2-(2-bromophenyl)propyl]carbamic acid tert-butyl ester | 1338090-94-0

• 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: [(R)-2-(2-bromophenyl)propyl]carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2R)-2-(2-bromophenyl)propyl]carbamate
• CAS: 1338090-94-0
• 化学式: C₁₄H₂₀BrNO₂
• 分子量: 314.222
• InChiKey: CJQNFHYXSTZXHZ-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (R)-1-(Boc-氨基)-2-丙醇 在 咪唑 、 sodium periodate 、 lithium chloro-isopropyl-magnesium chloride 、 氯化亚砜 、 ruthenium(IV) oxide hydrate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 9.0h， 生成 [(R)-2-(2-bromophenyl)propyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  Ring opening of cyclic sulfamidates with bromophenyl metal reagents: complementarity of sulfamidates and aziridines

  摘要：

  Bromophenyl magnesium reagents generated via a Knochel type magnesium halogen exchange of aryl iodides undergo regioselective ring opening of cyclic primary and secondary N-Boc sulfamidates in good to excellent yields. With secondary sulfamidates the reaction proceeds with clean inversion of the stereochemistry. This protocol complements the ring opening of aziridines with bromophenyl metal reagents and extends its scope to secondary substrates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.123

文献信息

• Ring opening of cyclic sulfamidates with bromophenyl metal reagents: complementarity of sulfamidates and aziridines
  作者：Paul Hebeisen、Urs Weiss、André Alker、Andreas Staempfli

  DOI：10.1016/j.tetlet.2011.07.123

  日期：2011.10

  Bromophenyl magnesium reagents generated via a Knochel type magnesium halogen exchange of aryl iodides undergo regioselective ring opening of cyclic primary and secondary N-Boc sulfamidates in good to excellent yields. With secondary sulfamidates the reaction proceeds with clean inversion of the stereochemistry. This protocol complements the ring opening of aziridines with bromophenyl metal reagents and extends its scope to secondary substrates. (C) 2011 Elsevier Ltd. All rights reserved.