phenyl 3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-glucopyranoside | 478182-64-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS: 478182-64-8
• 化学式: C₅₆H₅₃ClN₂O₁₇S
• 分子量: 1093.56
• InChiKey: ZJNWBLLJBAHFDA-GRVKSZGGSA-N

反应信息

• 作为反应物：
  描述：

  phenyl 3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-glucopyranoside 在 硫脲 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 phenyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect

  摘要：

  Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00124-6
• 作为产物：
  描述：

  Acetic acid (2S,3R,4R,5S,6R)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-phenylsulfanyl-tetrahydro-pyran-4-yl ester 在 吡啶 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 phenyl 3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect

  摘要：

  Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00124-6