Acetic acid (2S,3R,4R,5S,6S)-5-acetoxy-4-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl ester | 188424-05-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4R,5S,6S)-5-acetoxy-4-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl ester
• CAS: 188424-05-7
• 化学式: C₂₉H₃₇NO₁₇
• 分子量: 671.609
• InChiKey: AYAMZZNJWBHHKX-WZIOZHTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  47.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  220.79
• 氢给体数：
  0.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4R,5S,6S)-5-acetoxy-4-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl ester 在 palladium on activated charcoal 氢气 、 sodium methylate 、 barium carbonate 作用下， 以 甲醇 为溶剂， 反应 75.0h， 生成 p-isothiocyanatophenyl (3-O-methyl-β-D-glucopyranosyl)-(1->3)-α-L-rhamnopyranoside
  参考文献：
  名称：

  Syntheses of spacer-armed carbohydrate components of the Mycobacterium avium serocomplex serovar 8

  摘要：

  p-Nitrophenyl glycosides of 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap, alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp, and 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp have been prepared, related to Mycobacterium avium. Various glycosylation methods have been used for the formation of the interglycosidic linkages. The p-nitrophenyl derivatives were converted into p-isothiocyanatophenyl glycosides, capable of forming neoglycoproteins. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00255-8
• 作为产物：
  描述：

  对硝基苯酚 、 Acetic acid (2S,3R,4R,5S,6S)-2,5-diacetoxy-4-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以41%的产率得到Acetic acid (2S,3R,4R,5S,6S)-5-acetoxy-4-((2S,3R,4S,5R,6R)-3,5-diacetoxy-6-acetoxymethyl-4-methoxy-tetrahydro-pyran-2-yloxy)-6-methyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Syntheses of spacer-armed carbohydrate components of the Mycobacterium avium serocomplex serovar 8

  摘要：

  p-Nitrophenyl glycosides of 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap, alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp, and 3-O-Me-beta-D-Glcp-(1 --> 3)-alpha-L-Rhap-(1 --> 2)-6-deoxy-alpha-L-Talp have been prepared, related to Mycobacterium avium. Various glycosylation methods have been used for the formation of the interglycosidic linkages. The p-nitrophenyl derivatives were converted into p-isothiocyanatophenyl glycosides, capable of forming neoglycoproteins. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00255-8