Benzoic acid (2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6S)-3-((2S,3R,4R,5S,6S)-3-acetoxy-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-5-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester | 120022-57-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Benzoic acid (2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6S)-3-((2S,3R,4R,5S,6S)-3-acetoxy-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-5-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester
• 英文别名: [(2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6S)-3-[(2S,3R,4R,5S,6S)-3-acetyloxy-6-methyl-4,5-bis(phenylmethoxy)oxan-2-yl]oxy-6-methyl-4,5-bis(phenylmethoxy)oxan-2-yl]oxy-2-bromo-6-methyl-5-phenylmethoxyoxan-3-yl] benzoate
• CAS: 120022-57-3
• 化学式: C₆₂H₆₇BrO₁₄
• 分子量: 1116.11
• InChiKey: YCRUEUCWWWCNDK-XITJHTDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  77
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  145
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  Benzoic acid (2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6S)-3-((2S,3R,4R,5S,6S)-3-acetoxy-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-5-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester 、 allyl 2-O-(2-O-(4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside 在 4 A molecular sieve 、 氰化汞 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到allyl 2-O-(2-O-(3-O-(3-O-(2-O-(2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzyl-α-L-rhamn...
  参考文献：
  名称：

  Oligosaccharides corresponding to biological repeating units of Shigella flexneri variant Y polysaccharide. 2. Synthesis and two-dimensional NMR analysis of a hexasaccharide hapten

  摘要：

  DOI：

  10.1021/jo00272a038
• 作为产物：
  描述：

  3-O-<2'-O-(2''-O-acetyl-3'',4''-di-O-benzyl-α-L-rhamnopyranosyl)-3',4'-di-O-benzyl-α-L-rhamnopyranosyl>-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranose 在 溴甲烯基二甲基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 Benzoic acid (2S,3R,4R,5S,6S)-4-[(2S,3R,4R,5S,6S)-3-((2S,3R,4R,5S,6S)-3-acetoxy-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-5-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Oligosaccharides corresponding to biological repeating units of Shigella flexneri variant Y polysaccharide. 2. Synthesis and two-dimensional NMR analysis of a hexasaccharide hapten

  摘要：

  DOI：

  10.1021/jo00272a038

文献信息

• PINTO, B. MARIO;REIMER, KERRY B.;MORISSETTE, DAVID G.;BUNDLE, DAVID R., J. ORG. CHEM., 54,(1989) N1, C. 2650-2656
  作者：PINTO, B. MARIO、REIMER, KERRY B.、MORISSETTE, DAVID G.、BUNDLE, DAVID R.

  DOI：——

  日期：——
• Synthesis and 2D-n.m.r. analysis of a pentasaccharide glycoside of the biological repeating units of Shigella flexneri variant Y polysaccharide and the preparation of a synthetic antigen
  作者：B.Mario Pinto、Kerry B. Reimer、David G. Morissette、David R. Bundle

  DOI：10.1016/0008-6215(90)84115-b

  日期：1990.2