Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester | 880145-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
• CAS: 880145-28-8
• 化学式: C₄₄H₆₁NO₁₅
• 分子量: 843.966
• InChiKey: PJQZFXNBISZQMH-LEHWRVOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  60.0
• 可旋转键数：
  23.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  189.68
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester 在 palladium on activated charcoal 甲醇 、 camphor-10-sulfonic acid 、 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Efficient synthesis of 3′-glycosylated LacNAc-based oligosaccharides

  摘要：

  LacNAc-based oligosaccharides, including sialyl-(2 --> 3)-LacNAc, dimeric sialyl-(2 --> 3) -LacNAc, trimeric sialyl-(2 --> 3)-LacNAc, beta-glucuronyl-(1 --> 3)-LacNAc, and 3-sulfo-beta-glucuronyl-(1 --> 3)-LacNAc, were synthesized efficiently from a single protected LacNAc derivative having both OH-3' and 4' unprotected. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00332-1
• 作为产物：
  描述：

  octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物 在 4 A molecular sieve 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Efficient synthesis of 3′-glycosylated LacNAc-based oligosaccharides

  摘要：

  LacNAc-based oligosaccharides, including sialyl-(2 --> 3)-LacNAc, dimeric sialyl-(2 --> 3) -LacNAc, trimeric sialyl-(2 --> 3)-LacNAc, beta-glucuronyl-(1 --> 3)-LacNAc, and 3-sulfo-beta-glucuronyl-(1 --> 3)-LacNAc, were synthesized efficiently from a single protected LacNAc derivative having both OH-3' and 4' unprotected. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00332-1