cis-2-(tert-butyl)hexahydroisoindole-1,3-dione | 929021-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: cis-2-(tert-butyl)hexahydroisoindole-1,3-dione
• 英文别名: (3aS,7aR)-2-tert-butyl-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione
• CAS: 929021-61-4
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: VVUAROIPLMALEZ-DTORHVGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  cis-2-(tert-butyl)hexahydroisoindole-1,3-dione 在 硼烷四氢呋喃络合物 、 chiral 2-methyl-1-oxa-3-aza-2-boracyclopenta[a]indene 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 (3aR,7aS)-2-tert-Butyl-3-hydroxy-octahydro-isoindol-1-one
  参考文献：
  名称：

  The crucial role of the nitrogen substituent in the desymmetrisation of cyclic meso-imides using B-Me and B-OMe oxazaborolidine catalysts

  摘要：

  Various cyclic meso-imides have been desymmetrised via enantioselective reduction using two chiral oxazaborolidine catalysts derived from (1R,2S)-cis-1-amino-indan-2-ol followed by the reduction of the hydroxylactarn product to give the gamma-lactam. The enantiomeric excesses were shown to be 27-99% by chiral HPLC and chiral GC of the gamma-lactam products with the nitrogen substituent playing a pivotal role in determining yield and selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.051
• 作为产物：
  描述：

  (1R*,2S*)-2-(tert-butylcarbamoyl)cyclohexane-1-carboxylic acid 在 六甲基二硅氮烷 、 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 cis-2-(tert-butyl)hexahydroisoindole-1,3-dione
  参考文献：
  名称：

  The crucial role of the nitrogen substituent in the desymmetrisation of cyclic meso-imides using B-Me and B-OMe oxazaborolidine catalysts

  摘要：

  Various cyclic meso-imides have been desymmetrised via enantioselective reduction using two chiral oxazaborolidine catalysts derived from (1R,2S)-cis-1-amino-indan-2-ol followed by the reduction of the hydroxylactarn product to give the gamma-lactam. The enantiomeric excesses were shown to be 27-99% by chiral HPLC and chiral GC of the gamma-lactam products with the nitrogen substituent playing a pivotal role in determining yield and selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.051

文献信息

• BILYARD, K. G.;GARRATT, P. J.;HUNTER, R.;LETE, E., J. ORG. CHEM., 1982, 47, N 24, 4731-4736
  作者：BILYARD, K. G.、GARRATT, P. J.、HUNTER, R.、LETE, E.

  DOI：——

  日期：——