N-Ethoxycarbonylvinyl-L-fucopyranosylamine | 151962-57-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-Ethoxycarbonylvinyl-L-fucopyranosylamine
• 英文别名: N-(2,2-diethoxycarbonylvinyl)-β-L-fucopyranosylamine
• CAS: 151962-57-1
• 化学式: C₁₄H₂₃NO₈
• 分子量: 333.339
• InChiKey: ZTEVGXLVZFJIBX-AJTCFPGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.59
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  134.55
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-Ethoxycarbonylvinyl-L-fucopyranosylamine 在 吡啶 、 氯 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 生成 2,3,4-tri-O-benzoyl-β-L-fucopyranosylamine hydrochloride
  参考文献：
  名称：

  Tri-O-benzoyl-β-l-rhamnopyranosyl and β-l-fucopyranosyl isothiocyanates. Partially protected β-l-rhamnopyranosylenamines

  摘要：

  Regioselective benzoylations of N-(2,2-diethoxycarbonylvinyl)-beta-L-rhamnopyranosylamine (1) yielded 2,3-di-O- (3), 3,4-di-O- (4), and 3-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-beta-L-rhamnopyranosylamine (5) together with the tri-O-benzoylated derivative 2. Syntheses of 2,3,4-tri-O-benzoyl-beta-L-rhamno- (7) and -beta-L-fuco-pyranosyl isothiocyanate (13) from 2 and L-fucopyranosylamine, respectively, are described. N-Phenacyl-N'-(2,3,4-tri-O-benzoyl-beta-L-rhamno- (8) and -beta-L-fuco-pyranosylthiourea (14) were prepared from 7 and 13, respectively, by reaction with phenacylamine. Conformational properties and MS data of the prepared compounds are discussed.

  DOI：

  10.1016/0008-6215(93)84250-a
• 作为产物：
  描述：

  6-deoxy-L-galactose 在 氨 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、5.07 MPa 条件下， 反应 528.0h， 生成 N-Ethoxycarbonylvinyl-L-fucopyranosylamine
  参考文献：
  名称：

  Tri-O-benzoyl-β-l-rhamnopyranosyl and β-l-fucopyranosyl isothiocyanates. Partially protected β-l-rhamnopyranosylenamines

  摘要：

  Regioselective benzoylations of N-(2,2-diethoxycarbonylvinyl)-beta-L-rhamnopyranosylamine (1) yielded 2,3-di-O- (3), 3,4-di-O- (4), and 3-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-beta-L-rhamnopyranosylamine (5) together with the tri-O-benzoylated derivative 2. Syntheses of 2,3,4-tri-O-benzoyl-beta-L-rhamno- (7) and -beta-L-fuco-pyranosyl isothiocyanate (13) from 2 and L-fucopyranosylamine, respectively, are described. N-Phenacyl-N'-(2,3,4-tri-O-benzoyl-beta-L-rhamno- (8) and -beta-L-fuco-pyranosylthiourea (14) were prepared from 7 and 13, respectively, by reaction with phenacylamine. Conformational properties and MS data of the prepared compounds are discussed.

  DOI：

  10.1016/0008-6215(93)84250-a

文献信息

• Fuentes, Jose; Gonzalez-Eulate, Enrique; Lopez-Barba, Eugenia, Journal of Carbohydrate Chemistry, 1995, vol. 14, # 1, p. 79 - 94
  作者：Fuentes, Jose、Gonzalez-Eulate, Enrique、Lopez-Barba, Eugenia、Robina, Inmaculada

  DOI：——

  日期：——