phenyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside | 819798-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
• 英文别名: Phenyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-beta-D-glucopyranoside；(2R,3R,4S,5R,6S)-4-[(4-methoxyphenyl)methoxy]-3,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-6-phenylsulfanyloxane
• CAS: 819798-47-5
• 化学式: C₄₁H₄₂O₆S
• 分子量: 662.847
• InChiKey: QLDKYZMLSDIYOQ-WEOXEBIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  48
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  phenyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.67h， 以87%的产率得到phenyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Orthogonal glycosylation strategy in synthesis of extended blood group B determinant

  摘要：

  The orthogonal glycosylation strategy was applied for the synthesis of extended blood type B determinant (2) of a novel glycolipid 1. Key features in the synthesis are 1) four monosaccharide units were synthesized as either glycosyl fluoride or thioglycoside to be engaged to the orthogonal glycosylation strategy and 2) all necessary manipulations were completed at the monosaccharide level, therefore, manipulations during the elongation of sugar chain were minimized. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)00901-x
• 作为产物：
  描述：

  苯基-1-硫醇-beta-D-半乳糖苷 在 sodium hydride 、 二正丁基氧化锡 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.33h， 生成 phenyl 2,4,6-tri-O-benzyl-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Orthogonal glycosylation strategy in synthesis of extended blood group B determinant

  摘要：

  The orthogonal glycosylation strategy was applied for the synthesis of extended blood type B determinant (2) of a novel glycolipid 1. Key features in the synthesis are 1) four monosaccharide units were synthesized as either glycosyl fluoride or thioglycoside to be engaged to the orthogonal glycosylation strategy and 2) all necessary manipulations were completed at the monosaccharide level, therefore, manipulations during the elongation of sugar chain were minimized. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)00901-x

文献信息

• METHOD OF SYNTHESIZING SUGAR CHAIN
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP1640379A1

  公开（公告）日：2006-03-29

  An object of the present invention is to provide a method for efficiently chemically synthesizing biomolecules including a nucleotide (nucleic acid), a peptide (protein), or a sugar chain, as representative examples. The present invention provides a method of solid-phase synthesis of sugar chain(s) for synthesizing multiple types of sugar chains in at least one sugar chain synthesis reaction system comprising multiple types of monosaccharide units, which is characterized in that it comprises changing the temperature in the sugar chain synthesis reaction system depending on the temperature rising rate that has been determined based on a decrease in side reaction(s) in the reaction system as an indicator.

  本发明的目的是提供一种有效地化学合成生物分子的方法，包括核苷酸（核酸）、肽（蛋白质）或糖链等代表性示例。本发明提供了一种固相合成糖链的方法，用于在至少一个糖链合成反应系统中合成多种类型的糖链，其特征在于根据已确定的反应系统中副反应减少的指标，改变糖链合成反应系统中的温度上升速率。
• Method for synthesizing sugar chain(s)
  申请人：Kanie Osamu

  公开号：US20060166278A1

  公开（公告）日：2006-07-27

  An object of the present invention is to provide a method for efficiently chemically synthesizing biomolecules including a nucleotide (nucleic acid), a peptide (protein), or a sugar chain, as representative examples. The present invention provides a method of solid-phase synthesis of sugar chain(s) for synthesizing multiple types of sugar chains in at least one sugar chain synthesis reaction system comprising multiple types of monosaccharide units, which is characterized in that it comprises changing the temperature in the sugar chain synthesis reaction system depending on the temperature rising rate that has been determined based on a decrease in side reaction(s) in the reaction system as an indicator.

  本发明的目的是提供一种高效地化学合成生物分子的方法，包括核苷酸（核酸）、肽（蛋白质）或糖链等代表性分子。本发明提供了一种固相合成糖链的方法，用于在至少一个糖链合成反应系统中合成多种类型的糖链，该反应系统包含多种单糖单元，其特征在于根据反应系统中副反应的减少作为指标确定的温度升高速率来改变糖链合成反应系统中的温度。
• Orthogonal glycosylation strategy in synthesis of extended blood group B determinant
  作者：Osamu Kanie、Yukishige Ito、Tomoya Ogawa

  DOI：10.1016/0040-4039(96)00901-x

  日期：1996.6

  The orthogonal glycosylation strategy was applied for the synthesis of extended blood type B determinant (2) of a novel glycolipid 1. Key features in the synthesis are 1) four monosaccharide units were synthesized as either glycosyl fluoride or thioglycoside to be engaged to the orthogonal glycosylation strategy and 2) all necessary manipulations were completed at the monosaccharide level, therefore, manipulations during the elongation of sugar chain were minimized. Copyright (C) 1996 Elsevier Science Ltd