Methyl 3,4,6-tri-O-pivaloyl-α-D-mannopyranoside | 163982-17-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 3,4,6-tri-O-pivaloyl-α-D-mannopyranoside
• 英文别名: pivaloyl(-3)[pivaloyl(-4)][pivaloyl(-6)]a-Man1Me；[(2R,3R,4R,5S,6S)-3,4-bis(2,2-dimethylpropanoyloxy)-5-hydroxy-6-methoxyoxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 163982-17-0
• 化学式: C₂₂H₃₈O₉
• 分子量: 446.538
• InChiKey: RBLVORHQOXPRQT-JKJDWNRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 Methyl 3,4,6-tri-O-pivaloyl-α-D-mannopyranoside 在 吡啶 作用下， 以46%的产率得到methyl 2-O-acetyl-3,4,6-tri-O-pivaloyl-α-D-mannopyranoside
  参考文献：
  名称：

  Ljevakovic, Durdica; Parat, Dijana; Tomasic, Jelka, Croatica Chemica Acta, 1995, vol. 68, # 3, p. 477 - 484

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 反应 1.0h， 生成 Methyl 3,4,6-tri-O-pivaloyl-α-D-mannopyranoside 、 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-4-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-6-methoxy-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Epoxidation of Olefins Using Methyl(trifluoromethyl)dioxirane Generated in Situ

  摘要：

  DOI：

  10.1021/jo00117a046

文献信息

• Synthesis, intramolecular migrations and enzymic hydrolysis of partially pivaloylated methyl α-d-mannopyranosides
  作者：Srđanka Tomić、Vesna Petrović、Maja Matanović

  DOI：10.1016/s0008-6215(02)00501-3

  日期：2003.3

  A series of methyl O-pivaloyl-alpha-D-mannopyranosides was synthesized using pivaloyl chloride in pyridine. The 3,6-di-O-pivaloyl derivative 6 undergoes intramolecular transesterification in neutral conditions (buffer, pH 7.2) to give its 2,6-di-O-pivaloyl analogue 5. The course of this migration was followed using C-14-labelled 6. As opposed to 6 compound 5 was shown to be a good substrate for esterases present in rabbit serum. Thus, regioselective enzymic hydrolysis led to the preferential cleavage of the 2-OPiv group to yield a mixture of 2- and 6-O-monopivalates in a ratio of 1:2.6. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Epoxidation of Olefins Using Methyl(trifluoromethyl)dioxirane Generated in Situ
  作者：Dan Yang、Man-Kin Wong、Yiu-Chung Yip

  DOI：10.1021/jo00117a046

  日期：1995.6
• Ljevakovic, Durdica; Parat, Dijana; Tomasic, Jelka, Croatica Chemica Acta, 1995, vol. 68, # 3, p. 477 - 484
  作者：Ljevakovic, Durdica、Parat, Dijana、Tomasic, Jelka、Tomic, Srdanka

  DOI：——

  日期：——