1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose | 881198-69-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose
• 英文别名: [(1S,2R,3S,4R,5S)-3-phenylmethoxy-2-[(2R,3S,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6,8-dioxabicyclo[3.2.1]octan-4-yl] benzoate
• CAS: 881198-69-2
• 化学式: C₅₄H₅₄O₁₁
• 分子量: 879.016
• InChiKey: PARBVRBVNUHWER-NRJWPXLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  65
• 可旋转键数：
  21
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-allylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 在 sodium methylate 、 silver trifluoromethanesulfonate 、 一氯化碘 、 sodium hydride 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 14.0h， 生成 1,6-anhydro-2-O-benzoyl-3-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-L-idopyranose
  参考文献：
  名称：

  2-Allylphenyl glycosides as glycosyl donors for sugar coupling

  摘要：

  Glycosylations employing 2-allylphenyl glycoside, a new type of stable glycosyl donor, were optimized and explored with a variety of acceptors promoted by ICl/AgOTf. The utility of the protocol was further demonstrated with an efficient synthesis of the disaccharide fragment of bleomycins. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.01.022

文献信息

• 2-Allylphenyl glycosides as glycosyl donors for sugar coupling
  作者：Shun-Yuan Luo、Ashish Tripathi、Medel Manuel L. Zulueta、Shang-Cheng Hung

  DOI：10.1016/j.carres.2012.01.022

  日期：2012.5

  Glycosylations employing 2-allylphenyl glycoside, a new type of stable glycosyl donor, were optimized and explored with a variety of acceptors promoted by ICl/AgOTf. The utility of the protocol was further demonstrated with an efficient synthesis of the disaccharide fragment of bleomycins. (C) 2012 Elsevier Ltd. All rights reserved.