tri-O-acetyl-6-acetylamino-D-glycero-D-gulo-5,9-anhydro-1,2,3,4,6-pentadeoxy-decitol | 107064-30-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tri-O-acetyl-6-acetylamino-D-glycero-D-gulo-5,9-anhydro-1,2,3,4,6-pentadeoxy-decitol
• 英文别名: propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside；tri-O-acetyl-6-acetylamino-D-glycero-D-gulo-5,9-anhydro-1,2,3,4,6-pentadeoxy-decitol；Tri-O-acetyl-6-acetylamino-D-glycero-D-gulo-5,9-anhydro-1,2,3,4,6-pentadesoxy-decit
• CAS: 107064-30-2
• 化学式: C₁₈H₂₉NO₈
• 分子量: 387.43
• InChiKey: MVSPAEYGZAHTHI-IGKNDFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  117.23
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  溴丁基-镁 、 3,4,6-tri-O-acetyl-2-amino-2-deoxy-α-D-glucopyranosyl bromide hydrobromide 在 乙醚 作用下， 生成 tri-O-acetyl-6-acetylamino-D-glycero-D-gulo-5,9-anhydro-1,2,3,4,6-pentadeoxy-decitol
  参考文献：
  名称：

  Yoshimura et al., Nippon Kagaku Zasshi, 1958, vol. 79, p. 1503,1505

  摘要：

  DOI：

文献信息

• Are N-phthaloyl and O-allyl protective groups orthogonal?
  作者：A. V. Orlova、D. A. Volodin、A. I. Zinin、L. O. Kononov

  DOI：10.1007/s11172-019-2626-9

  日期：2019.9

  Using allyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranoside as a model substrate, it was shown that the degree of orthogonality of N-phthaloyl and O-allyl protective groups under the conditions of hydrazinolysis of the phthalimide group depends on the amount of atmospheric oxygen in the reaction mixture during the reaction and during the work-up procedure.

  以烯丙基 3,4,6-三-O-乙酰基-2-脱氧-2-邻苯二甲酰亚胺-β-d-吡喃葡萄糖苷为模型底物，表明N-邻苯二甲酰基和O-烯丙基保护基的正交度在肼解条件下邻苯二甲酰亚胺基团取决于反应过程中和后处理过程中反应混合物中大气氧的量。