methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside | 1092935-68-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS: 1092935-68-6
• 化学式: C₇₈H₈₁N₉O₂₄
• 分子量: 1528.55
• InChiKey: MMKQPUFJZYGFFX-JQROYVIOSA-N

反应信息

• 作为反应物：
  描述：

  methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside 在 silica gel 、 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 37.0h， 以86%的产率得到methyl (methyl 4-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-amino-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-amino-3-O-benzyl-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a tetrasaccharide substrate of heparanase

  摘要：

  A tetrasaccharide, corresponding to the heparan sulfate heparanase substrate, namely beta-D-GIcA(2S)-(1 -> 4)-alpha-D-GIcN(NS,6S)-(1 -> 4)-beta-D-GIcA-(1 -> 4)-alpha-D-GIcN(NS,6S)-OMe, was synthesized in a convergent manner via coupling of a pair of the disaccharide building blocks as a key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.06.011
• 作为产物：
  描述：

  methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α/β-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以39%的产率得到methyl (methyl 4-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-(2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-(benzyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of a tetrasaccharide substrate of heparanase

  摘要：

  A tetrasaccharide, corresponding to the heparan sulfate heparanase substrate, namely beta-D-GIcA(2S)-(1 -> 4)-alpha-D-GIcN(NS,6S)-(1 -> 4)-beta-D-GIcA-(1 -> 4)-alpha-D-GIcN(NS,6S)-OMe, was synthesized in a convergent manner via coupling of a pair of the disaccharide building blocks as a key step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.06.011