(R)-ethyl 12-azidotridecanoate | 1393825-36-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-ethyl 12-azidotridecanoate
• 英文别名: ethyl (12R)-12-azidotridecanoate
• CAS: 1393825-36-9
• 化学式: C₁₅H₂₉N₃O₂
• 分子量: 283.414
• InChiKey: BVZCFHMCTVDALX-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-ethyl 12-azidotridecanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、800.01 kPa 条件下， 以88%的产率得到(R)-ethyl 12-aminotridecanoate
  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 sodium azide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (R)-ethyl 12-azidotridecanoate
  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.