(1R,2R)-2-[2'-hydroxy-1'-(S)-tert-butylethylcarbamoyl]-cyclopentane-1-carboxylic acid methyl ester | 889888-82-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1R,2R)-2-[2'-hydroxy-1'-(S)-tert-butylethylcarbamoyl]-cyclopentane-1-carboxylic acid methyl ester
• CAS: 889888-82-8
• 化学式: C₁₄H₂₅NO₄
• 分子量: 271.357
• InChiKey: MONIVXUMSYVPLY-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,2R)-2-[2'-hydroxy-1'-(S)-tert-butylethylcarbamoyl]-cyclopentane-1-carboxylic acid methyl ester 在 sodium hydroxide 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 124.0h， 生成 (1R,2R)-cyclopentane-1,2-dicarboxylic acid 1-[(2'-hydroxy-1'-(S)-tert-butylethyl)-amide]-2-[(2''-hydroxy-1''-(S)-phenylethyl)-amide]
  参考文献：
  名称：

  Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis

  摘要：

  Novel C-2- and C-1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from ineso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good overall yields. Preliminary investigations revealed the applicability of these new compounds as ligands in transfer hydrogenations and various metal-catalyzed enantioselective C-C-bond forming reactions such as cyclopropanations and Diels-Alder reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.12.036
• 作为产物：
  描述：

  (1R,2S)-cis-2-methoxycarbonyl-cyclopentane-1-carboxylic acid 在 草酰氯 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (1R,2R)-2-[2'-hydroxy-1'-(S)-tert-butylethylcarbamoyl]-cyclopentane-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis

  摘要：

  Novel C-2- and C-1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from ineso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good overall yields. Preliminary investigations revealed the applicability of these new compounds as ligands in transfer hydrogenations and various metal-catalyzed enantioselective C-C-bond forming reactions such as cyclopropanations and Diels-Alder reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.12.036

文献信息

• Asymmetric synthesis of chiral bisoxazolines and their use as ligands in metal catalysis
  作者：Iuliana Atodiresei、Ingo Schiffers、Carsten Bolm

  DOI：10.1016/j.tetasy.2005.12.036

  日期：2006.2

  Novel C-2- and C-1-symmetric chiral bisoxazolines with a cyclic backbone have been synthesized in an asymmetric manner starting from ineso anhydrides. All synthetic steps are easy to perform and lead to the desired products in good overall yields. Preliminary investigations revealed the applicability of these new compounds as ligands in transfer hydrogenations and various metal-catalyzed enantioselective C-C-bond forming reactions such as cyclopropanations and Diels-Alder reactions. (c) 2006 Elsevier Ltd. All rights reserved.