[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[(2R,3S,4R,5R,6R)-5-(1,3-dioxoisoindol-2-yl)-2-(phenylmethoxymethyl)-6-prop-2-enoxy-4-[(2S,3S,4R,5R,6S)-3,4,5-tris[(4-chlorophenyl)methoxy]-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate | 197087-16-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[(2R,3S,4R,5R,6R)-5-(1,3-dioxoisoindol-2-yl)-2-(phenylmethoxymethyl)-6-prop-2-enoxy-4-[(2S,3S,4R,5R,6S)-3,4,5-tris[(4-chlorophenyl)methoxy]-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 197087-16-4
• 化学式: C₆₅H₆₈Cl₃NO₂₀
• 分子量: 1289.61
• InChiKey: UWNGXJWOMTWYPM-WOYVELNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  89
• 可旋转键数：
  30
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  235
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[(2R,3S,4R,5R,6R)-5-(1,3-dioxoisoindol-2-yl)-2-(phenylmethoxymethyl)-6-prop-2-enoxy-4-[(2S,3S,4R,5R,6S)-3,4,5-tris[(4-chlorophenyl)methoxy]-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate 在 乙二胺 作用下， 以 正丁醇 为溶剂， 生成 (2S,3R,4S,5R,6R)-2-{(2R,3S,4R,5R,6R)-6-Allyloxy-5-amino-2-benzyloxymethyl-4-[(2S,3S,4R,5R,6S)-3,4,5-tris-(4-chloro-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Para-chlorobenzyl protecting groups as stabilizers of the glycosidic linkage: Synthesis of the 3′-O-sulfated Lewis x trisaccharide

  摘要：

  The 3'-0-sulfated trisaccharide Lewis x (1) and unsulfated Lewis x (2) have been synthesized using a mute that highlights a more facile regioselective benzylidene ring-opening procedure and the employment of chlorobenzyl groups as a way of strengthening the acid-labile alpha-fucose linkage. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01670-5
• 作为产物：
  描述：

  甲基-Alpha-L-岩藻糖苷 在 三氟甲磺酸 、 3 A molecular sieve 、 硫酸 、 四丁基碘化铵 、 sodium hydride 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[(2R,3S,4R,5R,6R)-5-(1,3-dioxoisoindol-2-yl)-2-(phenylmethoxymethyl)-6-prop-2-enoxy-4-[(2S,3S,4R,5R,6S)-3,4,5-tris[(4-chlorophenyl)methoxy]-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
  参考文献：
  名称：

  Para-chlorobenzyl protecting groups as stabilizers of the glycosidic linkage: Synthesis of the 3′-O-sulfated Lewis x trisaccharide

  摘要：

  The 3'-0-sulfated trisaccharide Lewis x (1) and unsulfated Lewis x (2) have been synthesized using a mute that highlights a more facile regioselective benzylidene ring-opening procedure and the employment of chlorobenzyl groups as a way of strengthening the acid-labile alpha-fucose linkage. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01670-5