N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid anhydride | 220006-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid anhydride
• 英文别名: benzyl N-(2,5-dioxo-4-pentylfuran-3-yl)carbamate
• CAS: 220006-61-1
• 化学式: C₁₇H₁₉NO₅
• 分子量: 317.342
• InChiKey: MNDJYYJIVPTGCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid anhydride 在 三乙胺 作用下， 生成 N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid monomethyl ester, isomer 2 、 N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid monomethyl ester, isomer 1
  参考文献：
  名称：

  Rapid Synthesis ofα,β-Didehydroaspartic-Acid Derivatives Carrying aβ-Substituent

  摘要：

  A convenient preparation of N-(alkoxycarbonyl)-2,3-didehydroaspartic acid anhydrides 4 with substitution at the 3-position is reported. The key step is a cobalt-mediated acylation of an acetylene moiety, producing the highly functionalized didehydroamine acid derivative in good yield. Unnatural didehydroaspartates are readily accessible.

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2341::aid-hlca2341>3.0.co;2-u
• 作为产物：
  描述：

  2-辛炔酸 在 吡啶 、 sodium azide 、 dicobalt octacarbonyl 、 草酰氯 、 ammonium cerium(IV) nitrate 作用下， 以 乙醚 、 正己烷 、 乙腈 、 苯 为溶剂， 反应 9.97h， 生成 N-<(benzyloxy)carbonyl>-2,3-didehydro-3-pentylaspartic acid anhydride
  参考文献：
  名称：

  Rapid Synthesis ofα,β-Didehydroaspartic-Acid Derivatives Carrying aβ-Substituent

  摘要：

  A convenient preparation of N-(alkoxycarbonyl)-2,3-didehydroaspartic acid anhydrides 4 with substitution at the 3-position is reported. The key step is a cobalt-mediated acylation of an acetylene moiety, producing the highly functionalized didehydroamine acid derivative in good yield. Unnatural didehydroaspartates are readily accessible.

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2341::aid-hlca2341>3.0.co;2-u

文献信息

• Rapid Synthesis ofα,β-Didehydroaspartic-Acid Derivatives Carrying aβ-Substituent
  作者：Marc J. Schottelius、Peter Chen

  DOI：10.1002/(sici)1522-2675(19981216)81:12<2341::aid-hlca2341>3.0.co;2-u

  日期：1998.12.16

  A convenient preparation of N-(alkoxycarbonyl)-2,3-didehydroaspartic acid anhydrides 4 with substitution at the 3-position is reported. The key step is a cobalt-mediated acylation of an acetylene moiety, producing the highly functionalized didehydroamine acid derivative in good yield. Unnatural didehydroaspartates are readily accessible.