N-[(3R)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1S,2R)-bornane-10,2-sultam

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-[(3R)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1S,2R)-bornane-10,2-sultam
• 英文别名: 1-[(2R)-3-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]but-3-en-2-yl]-4-methyl-1,2,4-triazolidine-3,5-dione；1-[(2R)-3-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]but-3-en-2-yl]-4-methyl-1,2,4-triazolidine-3,5-dione
• 化学式: C₁₈H₂₆N₄O₅S
• 分子量: 410.494
• InChiKey: MUKPRGTZDMELFV-JJFYZRJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲基-1,2,4-三吖戊啶-3,5-二酮 、 N-<(E)-2-methyl-2-butenoyl>bornane-10,2-sultam 以 二氯甲烷 为溶剂， 反应 24.0h， 以60%的产率得到N-[(3R)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1S,2R)-bornane-10,2-sultam
  参考文献：
  名称：

  Hydrated forms ofN-[(3R)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1S,2R)-bornane-10,2-sultam and its enantiomer

  摘要：

  Triazolidinediones react with each enantiomeric bornanesultam derivative of tiglic acid to produce the appropriate ene adduct in high yield and with excellent regioselectivity and diastereoselectivity. The optically pure products, viz. N-[(3R)-3-(4methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl](1S,2R)-bornane-10,2-sultam 0.15-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, and its enantiomer N-[(3S)-3-(4-methyl-3,5-dioxo1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1R,2S)-bornane10,2-sultam0.35-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, have been characterized by spectroscopy and single- crystal X- ray analysis. Their structures are the result of C ss-re attack of the enophile on the double bond of the alkene.

  DOI：

  10.1107/s0108270106019524

文献信息

• Hydrated forms of<i>N</i>-[(3<i>R</i>)-3-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1<i>S</i>,2<i>R</i>)-bornane-10,2-sultam and its enantiomer
  作者：Yiannis Elemes、Kenneth W. Muir

  DOI：10.1107/s0108270106019524

  日期：2006.8.15

  Triazolidinediones react with each enantiomeric bornanesultam derivative of tiglic acid to produce the appropriate ene adduct in high yield and with excellent regioselectivity and diastereoselectivity. The optically pure products, viz. N-[(3R)-3-(4methyl-3,5-dioxo-1,2,4-triazolidin-1-yl)-2-methylenebutanoyl](1S,2R)-bornane-10,2-sultam 0.15-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, and its enantiomer N-[(3S)-3-(4-methyl-3,5-dioxo1,2,4-triazolidin-1-yl)-2-methylenebutanoyl]-(1R,2S)-bornane10,2-sultam0.35-hydrate, C(18)H(26)N(4)O(5)S(.)0.35H(2)O, have been characterized by spectroscopy and single- crystal X- ray analysis. Their structures are the result of C ss-re attack of the enophile on the double bond of the alkene.