α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranoside
• 英文别名: O-α-D-Manp-(1->2)-O-α-D-Manp-(1->6)-O-α-D-Manp-(1->6)-D-Man；Man(a1-2)Man(a1-6)Man(a1-6)a-Man；(2S,3S,4S,5S,6R)-6-[[(2S,3S,4S,5S,6R)-6-[[(2S,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• 化学式: C₂₄H₄₂O₂₁
• 分子量: 666.585
• InChiKey: OWQDEWKZZAJJQK-HZIPEXKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.5
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  348
• 氢给体数：
  14
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  allyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 在 palladium dichloride 、 氨 作用下， 以 甲醇 为溶剂， 反应 76.0h， 以70.2%的产率得到α-D-mannopyranosyl-(1->2)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranosyl-(1->6)-α-D-mannopyranoside
  参考文献：
  名称：

  SYNTHESIS OF A MANNOTETRAOSE—THE REPEATING UNIT OF THE CELL-WALL MANNANS OF MICROSPORUM GYPSEUM AND RELATED SPECIES OF TRYCHOPHYTON

  摘要：

  A tetrasaccharide, alpha -D-mannopyranosyl-(1 -->2)-alpha -D-mannopyranosyl-(1 -->6)-alpha -D-mannopyranosyl-(1 -->6)-D-maanopyranose (1), the repeating unit of the cell-wall mannans of Microsporum gypseum and related species of Trychophyton, was synthesized using 6-O-acetyl-2,3,4-tri-O-benzoyl-alpha -D-mannopyranosyl trichloroacetimidate (5) and 2-O-acetyl-3,4,6-tri-O-benzoyl-alpha -D-mannopyranosyl trichloroacetimidate (13) as the glycosyl donors in "the inverse Schmidt 'procedure.

  DOI：

  10.1081/car-100104864

文献信息

• SYNTHESIS OF A MANNOTETRAOSE—THE REPEATING UNIT OF THE CELL-WALL MANNANS OF <i>MICROSPORUM GYPSEUM</i> AND RELATED SPECIES OF <i>TRYCHOPHYTON</i>
  作者：Linsen Heng、Jun Ning、Fanzuo Kong

  DOI：10.1081/car-100104864

  日期：2001.4.30

  A tetrasaccharide, alpha -D-mannopyranosyl-(1 -->2)-alpha -D-mannopyranosyl-(1 -->6)-alpha -D-mannopyranosyl-(1 -->6)-D-maanopyranose (1), the repeating unit of the cell-wall mannans of Microsporum gypseum and related species of Trychophyton, was synthesized using 6-O-acetyl-2,3,4-tri-O-benzoyl-alpha -D-mannopyranosyl trichloroacetimidate (5) and 2-O-acetyl-3,4,6-tri-O-benzoyl-alpha -D-mannopyranosyl trichloroacetimidate (13) as the glycosyl donors in "the inverse Schmidt 'procedure.