(3R,6S,10R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.5]undeca-1,4,8-trien-10-ol | 213904-15-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: (3R,6S,10R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.5]undeca-1,4,8-trien-10-ol
• CAS: 213904-15-5
• 化学式: C₁₄H₂₂N₂O₃
• 分子量: 266.34
• InChiKey: GRJQUQSEBIJXJJ-WDMOLILDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,6S,10R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.5]undeca-1,4,8-trien-10-ol 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以94%的产率得到(3R,6S,10S)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.5]undeca-1,4-dien-10-ol
  参考文献：
  名称：

  Ru(II)-catalyzed ring closing metathesis in stereoselective syntheses of constrained homoserine analogues

  摘要：

  Stereoselective syntheses of cyclic alpha-amipo-gamma-hydroxycyclohexene- and cycloheptene-alpha-carboxylic acids are described. RCM cyclization reactions were effected by Ru(II)-catalysis on sterically homogenous hydroxylated dienes. The diene substrates were available by stepwise, stereoselective alkylations of (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with bromoalkenes, ethylene oxide and subsequent transformations. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00626-7
• 作为产物：
  描述：

  (2R,5S)-5-allyl-2,5-dihydro-3,6-dimethoxy-5-(2-hydroxyethyl)-2-isopropylpyrazine 在 Grubbs catalyst first generation 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 24.5h， 生成 (3R,6S,10R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.5]undeca-1,4,8-trien-10-ol
  参考文献：
  名称：

  Ru(II)-catalyzed ring closing metathesis in stereoselective syntheses of constrained homoserine analogues

  摘要：

  Stereoselective syntheses of cyclic alpha-amipo-gamma-hydroxycyclohexene- and cycloheptene-alpha-carboxylic acids are described. RCM cyclization reactions were effected by Ru(II)-catalysis on sterically homogenous hydroxylated dienes. The diene substrates were available by stepwise, stereoselective alkylations of (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with bromoalkenes, ethylene oxide and subsequent transformations. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00626-7

文献信息

• Ru(II)-catalyzed ring closing metathesis in stereoselective syntheses of constrained homoserine analogues
  作者：Kristin Hammer、Christian Rømming、Kjell Undheim

  DOI：10.1016/s0040-4020(98)00626-7

  日期：1998.9

  Stereoselective syntheses of cyclic alpha-amipo-gamma-hydroxycyclohexene- and cycloheptene-alpha-carboxylic acids are described. RCM cyclization reactions were effected by Ru(II)-catalysis on sterically homogenous hydroxylated dienes. The diene substrates were available by stepwise, stereoselective alkylations of (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with bromoalkenes, ethylene oxide and subsequent transformations. (C) 1998 Elsevier Science Ltd. All rights reserved.