tert-Butyl-dimethyl-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-silane | 213012-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-Butyl-dimethyl-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-silane
• CAS: 213012-44-3
• 化学式: C₆₆H₇₆O₁₀SSi
• 分子量: 1089.47
• InChiKey: CDFWKKKXSQRFTB-RUQOLQDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.78
• 重原子数：
  78.0
• 可旋转键数：
  26.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  92.3
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-dimethyl-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-silane 在 naphthalen-1-yl-lithium 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到tert-Butyl-dimethyl-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-silane
  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-glucopyranosyl-(1→4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 在 咪唑 、 三氯化铝 、 硼烷-三甲胺络合物 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-Butyl-dimethyl-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-silane
  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