ethyl 1-acetamido-3,4-dimethylenecyclohepta-1-carboxylate | 209258-60-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 1-acetamido-3,4-dimethylenecyclohepta-1-carboxylate
• 英文别名: Ethyl 1-acetamido-4,5-dimethylidenecycloheptane-1-carboxylate
• CAS: 209258-60-6
• 化学式: C₁₄H₂₁NO₃
• 分子量: 251.326
• InChiKey: SKNPASJQLQBWBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1-acetamido-3,4-dimethylenecyclohepta-1-carboxylate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 96.0h， 生成 ethyl 3-acetamido-7-p-toluenesulfonylbenzocycloheptane-3-carboxylate
  参考文献：
  名称：

  Synthesis of benzocycloheptene-based amino acid derivatives via a [4+2] cycloaddition reaction as a key step

  摘要：

  The seven-membered diene 5 is prepared from 2-butyne-1,4-diol using double orthoester Claisen rearrangement reaction as a key step. The Diels-Alder reaction of the diene 5 with various dienophiles followed by oxidation delivered the benzocycloheptene-based a-amino acid derivatives in very good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00575-0
• 作为产物：
  描述：

  乙酸酐 、 乙基1-氨基-4,5-二(亚甲基)环庚烷羧酸酯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以67%的产率得到ethyl 1-acetamido-3,4-dimethylenecyclohepta-1-carboxylate
  参考文献：
  名称：

  Synthesis of benzocycloheptene-based amino acid derivatives via a [4+2] cycloaddition reaction as a key step

  摘要：

  The seven-membered diene 5 is prepared from 2-butyne-1,4-diol using double orthoester Claisen rearrangement reaction as a key step. The Diels-Alder reaction of the diene 5 with various dienophiles followed by oxidation delivered the benzocycloheptene-based a-amino acid derivatives in very good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00575-0

文献信息

• Synthesis of constrained α-amino acid derivatives via Diels-Alder approach
  作者：Sambasivarao Kotha、Enugurthi Brahmachary、Nampally Sreenivasachary

  DOI：10.1016/s0040-4039(98)00562-0

  日期：1998.6

  Synthesis of new five and seven membered outer ring diene building blocks containing alpha-amino acid moiety and their usage in the preparation of the constrained amino acid derivatives is described. (C) 1998 Elsevier Science Ltd. All rights reserved.