phenyl 2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-1-thio-β-D-glucopranoside | 213012-40-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-1-thio-β-D-glucopranoside
• 英文别名: Bn(-2)[Bn(-3)][Bn(-6)]Glc(b1-4)[Bn(-2)][Bn(-3)][Bn(-6)]Glc(b)-SPh；(2R,3R,4S,5R,6S)-6-[(2R,3R,4S,5R,6S)-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-6-phenylsulfanyloxan-3-yl]oxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-ol
• CAS: 213012-40-9
• 化学式: C₆₀H₆₂O₁₀S
• 分子量: 975.212
• InChiKey: GEZGDKVVPRDZCT-WPXQAUKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  71
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  phenyl 2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-1-thio-β-D-glucopranoside 在 咪唑 、 四丁基氟化铵 、 naphthalen-1-yl-lithium 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  Synthetic conversion of cellobiose into the glycal-type monomers and their polymerization

  摘要：

  A pair of disaccharidic glycals thoroughly O-benzylated except the 4'- or the 6'-hydroxyl groups were prepared as the monomers for iodonium ion-promoted polymerization, which proceeded under dark conditions to give polysaccharides of more than DP 12 (24 saccharide). Reductive removal of the iodine atom and subsequent deprotection gave polysaccharides alternatively composed of beta-D-glucopyranosyl and 2-deoxy-alpha, beta-D-glucopyranosyl residues. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01176-9
• 作为产物：
  描述：

  phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopranosyl-[1-4]-2,3,6-tri-O-benzyl-1-thio-β-D-glucopranoside 在 三甲基氯硅烷 、 4 A molecular sieve 、 sodium cyanoborohydride 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以64%的产率得到phenyl 2,3,6-tri-O-benzyl-β-D-glucopyranosyl-[1-4]-2,3,6-tri-O-benzyl-1-thio-β-D-glucopranoside
  参考文献：
  名称：

  WO2006/67883

  摘要：

  公开号：

文献信息

• Synthetic conversion of cellobiose into the glycal-type monomers and their polymerization
  作者：Yuji Ogawa、Hiroshi Hinou、Koji Matsuoka、Daiyo Terunuma、Hiroyoshi Kuzuhara

  DOI：10.1016/s0040-4039(98)01176-9

  日期：1998.8

  A pair of disaccharidic glycals thoroughly O-benzylated except the 4'- or the 6'-hydroxyl groups were prepared as the monomers for iodonium ion-promoted polymerization, which proceeded under dark conditions to give polysaccharides of more than DP 12 (24 saccharide). Reductive removal of the iodine atom and subsequent deprotection gave polysaccharides alternatively composed of beta-D-glucopyranosyl and 2-deoxy-alpha, beta-D-glucopyranosyl residues. (C) 1998 Elsevier Science Ltd. All rights reserved.
• WO2006/67883
  申请人：——

  公开号：——

  公开（公告）日：——