2,7-bis[(2R,5R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine-5-spiro]-1,2,3,6,7,8-hexahydro-as-indacene | 429674-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2,7-bis[(2R,5R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine-5-spiro]-1,2,3,6,7,8-hexahydro-as-indacene
• CAS: 429674-39-5
• 化学式: C₂₈H₃₈N₄O₄
• 分子量: 494.634
• InChiKey: MJSOMGJVFIXSIQ-TUJIQRHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  86.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,7-bis[(2R,5R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine-5-spiro]-1,2,3,6,7,8-hexahydro-as-indacene 在 三氟乙酸 作用下， 以 水 、 乙腈 为溶剂， 反应 120.0h， 以35%的产率得到dimethyl (2R,7R)-2,7-diamino-1,2,3,6,7,8-hexahydro-as-indacene-2,7-dicarboxylate
  参考文献：
  名称：

  Ru(II)-Catalyzed Cascade Reactions in Stereocontrolled Construction of Rigid as-Indacene-Bridged Bis(α-amino acid) Derivatives

  摘要：

  The key construction in the preparation of as-indacene-bridged bis(a-amino acid) derivatives was effected by a Ru(II)-catalyzed RCM cascade reaction of appropriately substituted triynes. The latter were available after stepwise and stereocontrolled alkynylations of (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine as chiral auxiliary. The regio- and stereochemical transformations have been verified by a single-crystal X-ray analysis.

  DOI：

  10.1021/jo010888p
• 作为产物：
  描述：

  1,4-bis[(2R,5S)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazin-5-yl]-2-butyne 在 Grubbs catalyst first generation 正丁基锂 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 15.17h， 生成 2,7-bis[(2R,5R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine-5-spiro]-1,2,3,6,7,8-hexahydro-as-indacene
  参考文献：
  名称：

  Ru(II)-Catalyzed Cascade Reactions in Stereocontrolled Construction of Rigid as-Indacene-Bridged Bis(α-amino acid) Derivatives

  摘要：

  The key construction in the preparation of as-indacene-bridged bis(a-amino acid) derivatives was effected by a Ru(II)-catalyzed RCM cascade reaction of appropriately substituted triynes. The latter were available after stepwise and stereocontrolled alkynylations of (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine as chiral auxiliary. The regio- and stereochemical transformations have been verified by a single-crystal X-ray analysis.

  DOI：

  10.1021/jo010888p

文献信息

• High temperature microwave-accelerated ruthenium-catalysed domino RCM reactions
  作者：Jon Efskind、Kjell Undheim

  DOI：10.1016/s0040-4039(03)00452-0

  日期：2003.3

  The thermal instability of ruthenium(II)-catalyst systems under prolonged heating at 88degreesC in RCM reactions of dienyne and triyne substrates has been circumvented by a microwave temperature increase to 160degreesC when the reaction times were reduced to minutes. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Ru(II)-Catalyzed Cascade Reactions in Stereocontrolled Construction of Rigid <i>as</i>-Indacene-Bridged Bis(α-amino acid) Derivatives
  作者：Gunn Beate Hoven、Jon Efskind、Christian Rømming、Kjell Undheim

  DOI：10.1021/jo010888p

  日期：2002.4.1

  The key construction in the preparation of as-indacene-bridged bis(a-amino acid) derivatives was effected by a Ru(II)-catalyzed RCM cascade reaction of appropriately substituted triynes. The latter were available after stepwise and stereocontrolled alkynylations of (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine as chiral auxiliary. The regio- and stereochemical transformations have been verified by a single-crystal X-ray analysis.