dithiocarbonic acid S-[1,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl] ester O-ethyl ester | 1180130-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: dithiocarbonic acid S-[1,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl] ester O-ethyl ester
• 英文别名: O-ethyl 1,4-bis(1,3-dioxoisoindol-2-yl)butylsulfanylmethanethioate
• CAS: 1180130-21-5
• 化学式: C₂₃H₂₀N₂O₅S₂
• 分子量: 468.554
• InChiKey: SJEJFNAPUHQYOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  碳酸亚乙烯酯 、 dithiocarbonic acid S-[1,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl] ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 S-(4R,5R)-5-(1,4-bis(1,3-dioxoisoindolin-2-yl)butyl)-2-oxo-1,3-dioxolan-4-yl O-ethyl carbonodithioate
  参考文献：
  名称：

  Functional Primary Amines and Diamines from α-Aminoacids. A Concise Route to Substituted 2-Aminotetralins

  摘要：

  S-Phthalimidomethyl xanthates derived from various alpha-amino acids add efficiently to a range of unactivated alkenes to give a variety of highly functionalized, protected amines. In the case of phenylalanine and tyrosine derived xanthates, the adducts can be further converted into the rare 4-substituted 2-aminotetralines by a radical ring closure onto the aromatic ring.

  DOI：

  10.1021/ol901263t
• 作为产物：
  描述：

  以 乙酸乙酯 为溶剂， 反应 1.0h， 以3 g的产率得到dithiocarbonic acid S-[1,4-bis-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl] ester O-ethyl ester
  参考文献：
  名称：

  Functional Primary Amines and Diamines from α-Aminoacids. A Concise Route to Substituted 2-Aminotetralins

  摘要：

  S-Phthalimidomethyl xanthates derived from various alpha-amino acids add efficiently to a range of unactivated alkenes to give a variety of highly functionalized, protected amines. In the case of phenylalanine and tyrosine derived xanthates, the adducts can be further converted into the rare 4-substituted 2-aminotetralines by a radical ring closure onto the aromatic ring.

  DOI：

  10.1021/ol901263t

文献信息

• Functional Primary Amines and Diamines from α-Aminoacids. A Concise Route to Substituted 2-Aminotetralins
  作者：Béatrice Quiclet-Sire、Guillaume Revol、Samir Z. Zard

  DOI：10.1021/ol901263t

  日期：2009.8.20

  S-Phthalimidomethyl xanthates derived from various alpha-amino acids add efficiently to a range of unactivated alkenes to give a variety of highly functionalized, protected amines. In the case of phenylalanine and tyrosine derived xanthates, the adducts can be further converted into the rare 4-substituted 2-aminotetralines by a radical ring closure onto the aromatic ring.