3-Phenyl-4-trifluoromethanesulfonyloxy-furan-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester | 379669-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 3-Phenyl-4-trifluoromethanesulfonyloxy-furan-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester
• 英文别名: 2-O-tert-butyl 5-O-methyl 3-phenyl-4-(trifluoromethylsulfonyloxy)furan-2,5-dicarboxylate
• CAS: 379669-82-6
• 化学式: C₁₈H₁₇F₃O₈S
• 分子量: 450.389
• InChiKey: MSQDCBODOLACKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3-Phenyl-4-trifluoromethanesulfonyloxy-furan-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester 在 bis-triphenylphosphine-palladium(II) chloride 甲酸 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到3-Phenyl-furan-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester
  参考文献：
  名称：

  A novel approach to the synthesis of 4-aryl-furan-3-ols

  摘要：

  A novel, yet simple, method for the synthesis of 4-aryl-furan-3-ols is described. The condensation between dimethyl diglycolate I and various aryl glyoxylates 2 using KOt-Bu as base furnished a series of 4-aryl-furan-3-ols 4 bearing one tert-butyl ester and one methyl ester substituent. Such a mixed ester allowed easy differentiation of the two esters for selective chemical modification. In addition, these 4-aryl-furan-3-ols could be further transformed to other useful substituted furans. through conversion to the triflates and subsequent metal-mediated reduction or coupling. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01284-9
• 作为产物：
  描述：

  3-Hydroxy-4-phenyl-furan-2,5-dicarboxylic acid dimethyl ester 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 、 叔丁醇 为溶剂， 生成 3-Phenyl-4-trifluoromethanesulfonyloxy-furan-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester
  参考文献：
  名称：

  A novel approach to the synthesis of 4-aryl-furan-3-ols

  摘要：

  A novel, yet simple, method for the synthesis of 4-aryl-furan-3-ols is described. The condensation between dimethyl diglycolate I and various aryl glyoxylates 2 using KOt-Bu as base furnished a series of 4-aryl-furan-3-ols 4 bearing one tert-butyl ester and one methyl ester substituent. Such a mixed ester allowed easy differentiation of the two esters for selective chemical modification. In addition, these 4-aryl-furan-3-ols could be further transformed to other useful substituted furans. through conversion to the triflates and subsequent metal-mediated reduction or coupling. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01284-9

文献信息

• A novel approach to the synthesis of 4-aryl-furan-3-ols
  作者：Bruno Tse、A.Brian Jones

  DOI：10.1016/s0040-4039(01)01284-9

  日期：2001.9

  A novel, yet simple, method for the synthesis of 4-aryl-furan-3-ols is described. The condensation between dimethyl diglycolate I and various aryl glyoxylates 2 using KOt-Bu as base furnished a series of 4-aryl-furan-3-ols 4 bearing one tert-butyl ester and one methyl ester substituent. Such a mixed ester allowed easy differentiation of the two esters for selective chemical modification. In addition, these 4-aryl-furan-3-ols could be further transformed to other useful substituted furans. through conversion to the triflates and subsequent metal-mediated reduction or coupling. (C) 2001 Elsevier Science Ltd. All rights reserved.