(3R,6S,8R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.6]dodeca-1,4,9-trien-8-ol | 210431-33-7

• 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,8R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.6]dodeca-1,4,9-trien-8-ol
• CAS: 210431-33-7
• 化学式: C₁₅H₂₄N₂O₃
• 分子量: 280.367
• InChiKey: SCINFNZYHLQQBT-ZOWXZIJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 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,8R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.6]dodeca-1,4,9-trien-8-ol 在 三氟乙酸 作用下， 以 水 、 乙腈 为溶剂， 反应 72.0h， 以62%的产率得到(1S,6R)-1-amino-7-oxabicyclo[4.2.1]non-4-en-8-one
  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-(3-butenyl)-2,5-dihydro-3,6-dimethoxy-5-(2-hydroxyethyl)-2-isopropylpyrazine 在 4-二甲氨基吡啶 、 sodium hydroxide 、 Grubbs catalyst first generation 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 21.5h， 生成 (3R,6S,8R)-2,5-dimethoxy-3-propan-2-yl-1,4-diazaspiro[5.6]dodeca-1,4,9-trien-8-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.