(R)-12-azidotridecan-1-ol | 1393825-32-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: (R)-12-azidotridecan-1-ol
• 英文别名: (12R)-12-azidotridecan-1-ol
• CAS: 1393825-32-5
• 化学式: C₁₃H₂₇N₃O
• 分子量: 241.377
• InChiKey: ZETHXFJLMLQFOK-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-12-azidotridecan-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(R)-12-azido-1-bromotridecane
  参考文献：
  名称：

  CAL-B catalyzed synthesis of chiral polyamides

  摘要：

  CAL-B (Novozym 435) plays a dual role in our approach to chiral polyamides. It is used to introduce the appropriate chirality in the synthesis of monomers (amino-esters and diamines) from racemic 12-methyldodecalactone and then to catalyze their polycondensation. The AB and AABB enzymatic polymerizations have been carried out under reduced pressure; they give rise to optically active polymers in good yield, with a good degree of polymerization, and a narrow polydispersity index. This approach demonstrates that the presence of a methyl group at the stereogenic center at the alpha-position relative to the nitrogen atom does not slow down the polymerization as compared with the polycondensation of a related achiral monomer. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.05.021
• 作为产物：
  描述：

  (S)-12-methyldodecalactone 在 吡啶 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 (R)-12-azidotridecan-1-ol
  参考文献：
  名称：

  CAL-B catalyzed synthesis of chiral polyamides

  摘要：

  CAL-B (Novozym 435) plays a dual role in our approach to chiral polyamides. It is used to introduce the appropriate chirality in the synthesis of monomers (amino-esters and diamines) from racemic 12-methyldodecalactone and then to catalyze their polycondensation. The AB and AABB enzymatic polymerizations have been carried out under reduced pressure; they give rise to optically active polymers in good yield, with a good degree of polymerization, and a narrow polydispersity index. This approach demonstrates that the presence of a methyl group at the stereogenic center at the alpha-position relative to the nitrogen atom does not slow down the polymerization as compared with the polycondensation of a related achiral monomer. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.05.021

文献信息

• CAL-B catalyzed synthesis of chiral polyamides
  作者：Florent Poulhès、Dominique Mouysset、Gérard Gil、Michèle P. Bertrand、Stéphane Gastaldi

  DOI：10.1016/j.tetasy.2012.05.021

  日期：2012.6

  CAL-B (Novozym 435) plays a dual role in our approach to chiral polyamides. It is used to introduce the appropriate chirality in the synthesis of monomers (amino-esters and diamines) from racemic 12-methyldodecalactone and then to catalyze their polycondensation. The AB and AABB enzymatic polymerizations have been carried out under reduced pressure; they give rise to optically active polymers in good yield, with a good degree of polymerization, and a narrow polydispersity index. This approach demonstrates that the presence of a methyl group at the stereogenic center at the alpha-position relative to the nitrogen atom does not slow down the polymerization as compared with the polycondensation of a related achiral monomer. (c) 2012 Elsevier Ltd. All rights reserved.