di-tert-butyl (3'-oxo-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl)dicarbamate | 1346661-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: di-tert-butyl (3'-oxo-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl)dicarbamate
• CAS: 1346661-28-6
• 化学式: C₃₈H₃₄N₂O₇
• 分子量: 630.697
• InChiKey: CQCNPNNXVFRQSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.25
• 重原子数：
  47.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  112.19
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl (3'-oxo-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl)dicarbamate 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到3,11-diamino-7-(2-carboxyphenyl)dibenzo[c,h]xanthen-14-ium trifluoroacetate
  参考文献：
  名称：

  Synthesis of Rhodamines from Fluoresceins Using Pd-Catalyzed C–N Cross-Coupling

  摘要：

  A unified, convenient, and efficient strategy for the preparation of rhodamines and N,N'-diacylated rhodamines has been developed. Fluorescein ditriflates were found to undergo palladium-catalyzed C-N cross-coupling with amines, amides, carbamates, and other nitrogen nucleophiles to provide direct access to known and novel rhodamine derivatives, including fluorescent dyes, quenchers, and latent fluorophores.

  DOI：

  10.1021/ol202618t
• 作为产物：
  描述：

  氨基甲酸叔丁酯 、 naphthofluorescein bis-triflate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以84%的产率得到di-tert-butyl (3'-oxo-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl)dicarbamate
  参考文献：
  名称：

  Synthesis of Rhodamines from Fluoresceins Using Pd-Catalyzed C–N Cross-Coupling

  摘要：

  A unified, convenient, and efficient strategy for the preparation of rhodamines and N,N'-diacylated rhodamines has been developed. Fluorescein ditriflates were found to undergo palladium-catalyzed C-N cross-coupling with amines, amides, carbamates, and other nitrogen nucleophiles to provide direct access to known and novel rhodamine derivatives, including fluorescent dyes, quenchers, and latent fluorophores.

  DOI：

  10.1021/ol202618t