(R)-(-)-benzyl N-(9-bromo-2-hydroxynonyl)carbamate | 253782-17-1

• 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)-(-)-benzyl N-(9-bromo-2-hydroxynonyl)carbamate
• 英文别名: benzyl N-[(2R)-9-bromo-2-hydroxynonyl]carbamate
• CAS: 253782-17-1
• 化学式: C₁₇H₂₆BrNO₃
• 分子量: 372.302
• InChiKey: PNHAZKALURQIEJ-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  叔丁基二甲基氯硅烷 、 (R)-(-)-benzyl N-(9-bromo-2-hydroxynonyl)carbamate 在 咪唑 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Chemoenzymatic synthesis of azacycloalkan-3-ols

  摘要：

  Optically active omega-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding omega-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitro gen heterocycles. The reduction of (R)-(+)-5-bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3-ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00351-1
• 作为产物：
  描述：

  8-bromo-1-octanal 在 citrate buffer 、 almond meal 、 硼烷 、 sodium carbonate 作用下， 以 四氢呋喃 、 异丙醚 为溶剂， 反应 36.0h， 生成 (R)-(-)-benzyl N-(9-bromo-2-hydroxynonyl)carbamate
  参考文献：
  名称：

  Chemoenzymatic synthesis of azacycloalkan-3-ols

  摘要：

  Optically active omega-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding omega-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitro gen heterocycles. The reduction of (R)-(+)-5-bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3-ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00351-1

文献信息

• Chemoenzymatic synthesis of azacycloalkan-3-ols
  作者：Maria I Monterde、Serge Nazabadioko、Francisca Rebolledo、Rosario Brieva、Vicente Gotor

  DOI：10.1016/s0957-4166(99)00351-1

  日期：1999.8

  Optically active omega-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding omega-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitro gen heterocycles. The reduction of (R)-(+)-5-bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3-ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses. (C) 1999 Elsevier Science Ltd. All rights reserved.