[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[2-[[[(2R,3R,4S,5R,6R)-6-azido-3-[(4-methoxyphenyl)methoxy]-4,5-bis(phenylmethoxy)oxan-2-yl]methoxycarbonyl-[2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]carbamoyl]amino]ethoxy]oxan-2-yl]methyl acetate | 288844-60-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[2-[[[(2R,3R,4S,5R,6R)-6-azido-3-[(4-methoxyphenyl)methoxy]-4,5-bis(phenylmethoxy)oxan-2-yl]methoxycarbonyl-[2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]carbamoyl]amino]ethoxy]oxan-2-yl]methyl acetate
• CAS: 288844-60-0
• 化学式: C₆₂H₇₇N₅O₂₈
• 分子量: 1340.31
• InChiKey: CUWUJDRZRNLERG-PFZOOLRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  95
• 可旋转键数：
  40
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  367
• 氢给体数：
  1
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[2-[[[(2R,3R,4S,5R,6R)-6-azido-3-[(4-methoxyphenyl)methoxy]-4,5-bis(phenylmethoxy)oxan-2-yl]methoxycarbonyl-[2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]carbamoyl]amino]ethoxy]oxan-2-yl]methyl acetate 在 RNCO 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 Acetic acid (2R,3R,4S,5R,6R)-6-azido-4,5-bis-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylmethyl ester 、 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(2-{2,4,6-trioxo-3,5-bis-[2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-[1,3,5]triazinan-1-yl}-ethoxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of Allophanate-Derived Branched Glycoforms from Alcohols and p-Nitrophenyl Carbamates

  摘要：

  [GRAPHICS]The formation of saccharide derived carbamates and alkyl 2,4-dialkylallophanates from alcohols and p-nitrophenyl carbamates is described. Optimization of allophanate formation has led to the synthesis of branched glycoforms with inter saccharide allophanate linkages that are rigidified by intramolecular hydrogen bonds.

  DOI：

  10.1021/ol0060127
• 作为产物：
  描述：

  2,3-di-O-benzyl-4,6-O-p-methoxybenzylidene-β-D-glucopyranosyl azide 在 三甲基氯硅烷 、 sodium hydride 、 sodium cyanoborohydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 30.0h， 生成 [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[2-[[[(2R,3R,4S,5R,6R)-6-azido-3-[(4-methoxyphenyl)methoxy]-4,5-bis(phenylmethoxy)oxan-2-yl]methoxycarbonyl-[2-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethyl]carbamoyl]amino]ethoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of Allophanate-Derived Branched Glycoforms from Alcohols and p-Nitrophenyl Carbamates

  摘要：

  [GRAPHICS]The formation of saccharide derived carbamates and alkyl 2,4-dialkylallophanates from alcohols and p-nitrophenyl carbamates is described. Optimization of allophanate formation has led to the synthesis of branched glycoforms with inter saccharide allophanate linkages that are rigidified by intramolecular hydrogen bonds.

  DOI：

  10.1021/ol0060127