O-{O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-O-[(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->6)]-3,4-di-O-acetyl-α-D-mannopyranosyl}-trichloroacetimidate | 197651-85-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-{O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-O-[(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->6)]-3,4-di-O-acetyl-α-D-mannopyranosyl}-trichloroacetimidate
• 英文别名: 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-6)-[3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1-2)]-3,4-di-O-acetyl-α-D-mannopyranosyl trichloroacetimidate；[(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[(2R,3R,4S,5S,6R)-3,4-diacetyloxy-5-[(2S,3R,4R,5S,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxy-6-(2,2,2-trichloroethanimidoyl)oxyoxan-2-yl]methoxy]-5-(1,3-dioxoisoindol-2-yl)oxan-2-yl]methyl acetate
• CAS: 197651-85-7
• 化学式: C₅₂H₅₄Cl₃N₃O₂₆
• 分子量: 1243.36
• InChiKey: WHAKSRJBFTZCQF-FYESRQEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  84
• 可旋转键数：
  27
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  364
• 氢给体数：
  1
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  O-{O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-O-[(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->6)]-3,4-di-O-acetyl-α-D-mannopyranosyl}-trichloroacetimidate 、 O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-O-[(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)]-O-(3,6-di-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2-O-acetyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosylazide 在 三氟化硼乙醚 、 乙二胺 作用下， 生成 C₁₁₆H₁₅₅N₉O₅₆
  参考文献：
  名称：

  A Modular System for the Synthesis of ComplexN-Glycans

  摘要：

  DOI：

  10.1002/anie.199719891
• 作为产物：
  描述：

  在 吡啶 、 乙酸肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 O-{O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-O-[(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->6)]-3,4-di-O-acetyl-α-D-mannopyranosyl}-trichloroacetimidate
  参考文献：
  名称：

  A Modular System for the Synthesis of ComplexN-Glycans

  摘要：

  DOI：

  10.1002/anie.199719891

文献信息

• Preparation of Thiosugars and Their Use
  申请人：Davis Benjamin Guy

  公开号：US20090176970A1

  公开（公告）日：2009-07-09

  A process for the preparation of a thiosaccharide represented by Saccharide-S-H wherein Saccharide comprises at least 4 sugar units, comprises subjecting a corresponding compound of the formula (P)Saccharide-S-(P) wherein (P) represents an O- or S-protecting group(s), to Birch reduction.

  一种制备由糖硫代糖（Saccharide-S-H）表示的硫代糖的方法，其中糖代表至少4个糖单元，包括将具有以下结构的相应化合物（P）糖硫代糖（P）进行桦还原：（P）糖硫代糖（P），其中（P）代表一个或多个O-或S-保护基。
• Synthesis of Multiantennary Complex Type<i>N</i>-Glycans by Use of Modular Building Blocks
  作者：Carlo Unverzagt、Gislinde Gundel、Steffen Eller、Ralf Schuberth、Joachim Seifert、Harald Weiss、Math��us Niemietz、Matthias Pischl、Claudia Raps

  DOI：10.1002/chem.200901908

  日期：2009.11.16

  developed for the synthesis of multiantennary N‐glycans of the complex type, which are commonly found on glycoproteins. The donor building blocks were laid out for the elongation of a core trisaccharide acceptor (β‐mannosyl chitobiose) conveniently protected with a single benzylidene moiety at the β‐mannoside. Through two consecutive regio‐ and stereoselective couplings the donors gave N‐glycans with three

  开发了一组模块化的寡糖构建基块，用于合成复杂类型的多天线N聚糖，这些糖通常在糖蛋白上发现。布置了供体结构单元，以延长核心三糖受体（β-甘露糖基壳二糖）的延伸，该受体方便地由β-甘露糖苷上的单个亚苄基部分保护。通过两个连续的区域和立体选择性偶联，供体以高产量获得了具有三到五个触角的N-聚糖。由于供体的保护基图案一致，可以通过使用一般的反应顺序对最终产物进行脱保护。