(4R)-2,2-dimethyl-4-(naphthalene-1-ylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester | 871468-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4R)-2,2-dimethyl-4-(naphthalene-1-ylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester
• CAS: 871468-53-0
• 化学式: C₂₁H₂₆N₂O₃S
• 分子量: 386.515
• InChiKey: FQJFPSLIKQYRNK-KRWDZBQOSA-N

物化性质

• 沸点：
  582.0±50.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4R)-2,2-dimethyl-4-(naphthalene-1-ylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.25h， 生成 (4R)-3-[(1'S,4'aS,7'aS)-spiro[1,3-dithiane-2,6'-4a,5,7,7a-tetrahydro-1H-cyclopenta[c]pyran]-1'-yl]-2,2-dimethyl-N-naphthalen-1-yl-1,3-thiazolidine-4-carboxamide
  参考文献：
  名称：

  Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction

  摘要：

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

  DOI：

  10.1021/ja055740s
• 作为产物：
  描述：

  (R)-3-(叔丁氧基羰基)-2,2-二甲基噻唑烷-4-羧酸 、 1-萘胺 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 以82%的产率得到(4R)-2,2-dimethyl-4-(naphthalene-1-ylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction

  摘要：

  Asymmetric intramolecular Michael reaction catalyzed by an organocatalyst derived from cysteine has been developed for the synthesis of chiral bicyclo[4.3.0]nonene and cis-disubstituted cyclopentane skeletons with a creation of three or two contiguous chiral centers in good yield with high diastereo- and excellent enantioselectivities.

  DOI：

  10.1021/ja055740s