methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside | 131316-89-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside
• 英文别名: [(1S)-1-[(2R,3R,4S,5S,6S)-3,5-diacetyloxy-6-methoxy-4-[(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyoxan-2-yl]-2-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[(1S)-1,2-diacetyloxyethyl]oxan-2-yl]oxyethyl] benzoate
• CAS: 131316-89-7
• 化学式: C₇₀H₈₀O₂₆
• 分子量: 1337.39
• InChiKey: OJQJGASTFWNUAD-SVAIUSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.56
• 重原子数：
  96.0
• 可旋转键数：
  31.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  302.7
• 氢给体数：
  0.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 、 乙醇 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 methyl O-(α-D-glucopyransoyl)-(1->3)-O-<α-L-glycero-D-manno-heptopyranosyl-(1->7)>-L-glycero-α-D-manno-heptopyranoside
  参考文献：
  名称：

  Synthesis of methyl 3-O-(α-d-glucopyranosyl)-7-O-(l-glycero-α-d-manno-heptopyranosyl)-l-glycero-α-d-manno- heptopyranoside

  摘要：

  The title trisaccharide glycoside, which is related to part of the core region of the lipopolysaccharide from Salmonella, and the disaccharide glycosides methyl 3-O-alpha-D-glucopyranosyl-L-glycero-alpha-D-manno-heptopyranoside and methyl 7-O-L-glycero-alpha-D-manno-heptopyranosyl-L-glycero-alpha-D-manno- heptopyranoside have been synthesised. Methyl 2,3,4-tri-O-benzyl-L-glycero-alpha-D-manno- heptopyranoside, obtained via a one-carbon elongation at C-6 of methyl 2,3,4-tri-O-benzyl-alpha-D-manno- hexodialdo-1,5-pyranoside, was used as precursor both for the heptosyl donor and acceptor.

  DOI：

  10.1016/0008-6215(90)80133-n
• 作为产物：
  描述：

  methyl 6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-(tert-butyldimethylsilyl)-L-glycero-α-D-manno-heptopyranoside 在 palladium on activated charcoal 吡啶 、 2,4,6-三甲基吡啶 、 4-二甲氨基吡啶 、 4 A molecular sieve 、 氢气 、 silver trifluoromethanesulfonate 、 对甲苯磺酸 、 溶剂黄146 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙酸乙酯 、 甲苯 、 乙腈 为溶剂， 25.0 ℃ 、399.99 kPa 条件下， 反应 62.0h， 生成 methyl 2,4-di-O-acetyl-6-O-benzoyl-7-O-(2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl)-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-L-glycero-α-D-manno-heptopyranoside
  参考文献：
  名称：

  Synthesis of methyl 3-O-(α-d-glucopyranosyl)-7-O-(l-glycero-α-d-manno-heptopyranosyl)-l-glycero-α-d-manno- heptopyranoside

  摘要：

  The title trisaccharide glycoside, which is related to part of the core region of the lipopolysaccharide from Salmonella, and the disaccharide glycosides methyl 3-O-alpha-D-glucopyranosyl-L-glycero-alpha-D-manno-heptopyranoside and methyl 7-O-L-glycero-alpha-D-manno-heptopyranosyl-L-glycero-alpha-D-manno- heptopyranoside have been synthesised. Methyl 2,3,4-tri-O-benzyl-L-glycero-alpha-D-manno- heptopyranoside, obtained via a one-carbon elongation at C-6 of methyl 2,3,4-tri-O-benzyl-alpha-D-manno- hexodialdo-1,5-pyranoside, was used as precursor both for the heptosyl donor and acceptor.

  DOI：

  10.1016/0008-6215(90)80133-n

文献信息

• GAREGG, PER J.;OSCARSON, STEFAN;SZONYI, MARIA, CARBOHYDR. RES., 205,(1990) C. 125-132
  作者：GAREGG, PER J.、OSCARSON, STEFAN、SZONYI, MARIA

  DOI：——

  日期：——