1-acetyl-3β-methoxy-4β-(trans-α-methylstyryl)-2-azetidinone | 155197-94-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1-acetyl-3β-methoxy-4β-(trans-α-methylstyryl)-2-azetidinone
• 英文别名: (3S,4R)-1-Acetyl-3-methoxy-4-((E)-1-methyl-2-phenyl-vinyl)-azetidin-2-one；(3S,4R)-1-acetyl-3-methoxy-4-[(E)-1-phenylprop-1-en-2-yl]azetidin-2-one
• CAS: 155197-94-7
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: QZPDCXJUBPDVED-HOQBHHMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-acetyl-3β-methoxy-4β-(trans-α-methylstyryl)-2-azetidinone 在 二甲基硫 、 臭氧 作用下， 生成 1,4-diacetyl-3β-methoxy-2-azetidinone
  参考文献：
  名称：

  d-Glucosamine propanedithioacetal, an efficient chiral auxiliary in β-Lactam chemistry1Dedicated to Professor Sir Derek H. R. Barton.1

  摘要：

  The synthesis of some monocyclic beta-lactams (monobactams) by the Staudinger reaction using D-glucosamine propanedithioacetal as chiral auxiliary is reported. The influence of several radicals at C-3, C-4, and C-1' (sugar moiety) as well as other structural aspects are considered in relation to the antielastase activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00264-8
• 作为产物：
  描述：

  1<(1',2'-dideoxy-3',4';5',6'-di-O-isopropylidene-1'(1,3-propanedithio))-D-2'-glucosyl>-3β-methoxy-4β-(α-methylstyryl)-2-azetidinone 在 4-二甲氨基吡啶 、 正丁基锂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 生成 1-acetyl-3β-methoxy-4β-(trans-α-methylstyryl)-2-azetidinone
  参考文献：
  名称：

  d-Glucosamine propanedithioacetal, an efficient chiral auxiliary in β-Lactam chemistry1Dedicated to Professor Sir Derek H. R. Barton.1

  摘要：

  The synthesis of some monocyclic beta-lactams (monobactams) by the Staudinger reaction using D-glucosamine propanedithioacetal as chiral auxiliary is reported. The influence of several radicals at C-3, C-4, and C-1' (sugar moiety) as well as other structural aspects are considered in relation to the antielastase activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00264-8

文献信息

• d-Glucosamine propanedithioacetal, an efficient chiral auxiliary in β-Lactam chemistry1Dedicated to Professor Sir Derek H. R. Barton.1
  作者：Josefa Anaya、Stephane D Gero、Manuel Grande、José Ignacio M Hernando、Nieves M Laso

  DOI：10.1016/s0968-0896(98)00264-8

  日期：1999.5

  The synthesis of some monocyclic beta-lactams (monobactams) by the Staudinger reaction using D-glucosamine propanedithioacetal as chiral auxiliary is reported. The influence of several radicals at C-3, C-4, and C-1' (sugar moiety) as well as other structural aspects are considered in relation to the antielastase activity. (C) 1999 Elsevier Science Ltd. All rights reserved.