allyl 2-acetylamino-2-deoxy-3,4-dibenzyl-6-O-(3,4-O-dibenzyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside | 167013-80-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 2-acetylamino-2-deoxy-3,4-dibenzyl-6-O-(3,4-O-dibenzyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside
• 英文别名: Bn(-3)[Bn(-4)]Rha(a1-6)[Bn(-3)][Bn(-4)]GlcNAc(a)-O-allyl；N-[(2S,3R,4R,5S,6R)-6-[[(2R,3R,4S,5S,6S)-3-hydroxy-6-methyl-4,5-bis(phenylmethoxy)oxan-2-yl]oxymethyl]-4,5-bis(phenylmethoxy)-2-prop-2-enoxyoxan-3-yl]acetamide
• CAS: 167013-80-1
• 化学式: C₄₅H₅₃NO₁₀
• 分子量: 767.917
• InChiKey: HOYAOVWNHIBUCO-RHPUFKCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-O-acetyl-3,4-O-dibenzyl-α-L-rhamnopyranoside 、 allyl 2-acetylamino-2-deoxy-3,4-dibenzyl-6-O-(3,4-O-dibenzyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 、 sodium hydride 作用下， 生成 allyl 2-acetylamino-2-deoxy-3,4-O-dibenzyl-6-O-<2-O-<2-O-(2-O-acetyl-3,4-dibenzyl-α-L-rhamnopyranosyl)-3,4-O-dibenzyl-α-L-rhamnopyranosyl>-3,4-O-dibenzyl-α-L-rhamnopyranosyl>-α-D-glucopyranoside
  参考文献：
  名称：

  Studies on carbohydrates XVIII. Synthesis of tetrasaccharide corresponding to biological repeat units of Serratia marcescens O18 polysaccharide

  摘要：

  The sqnthesis of a blocked tetrasaccharide portion of the biological repeat unit, [-->2)L-Rhap alpha(1-->2)L-Rhap alpha(1-->2)L-Rhap alpha (1-->6)D-GlcNAcp alpha(1-->], of the Serratia marcescens O18 polysaccharide was described The key intermediate compounds was 3,4-blocked -L-rhamnose. All compounds were confirmed by use of high resolution NMR and FAB-MS techniques.

  DOI：

  10.1016/s0957-4166(00)86306-5
• 作为产物：
  描述：

  allyl 3,4-di-O-benzyl-α-L-rhamnopyranoside 在 吡啶 、 三氟化硼乙醚 、 potassium tert-butylate 、 sodium hydride 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 8.17h， 生成 allyl 2-acetylamino-2-deoxy-3,4-dibenzyl-6-O-(3,4-O-dibenzyl-α-L-rhamnopyranosyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Studies on carbohydrates XVIII. Synthesis of tetrasaccharide corresponding to biological repeat units of Serratia marcescens O18 polysaccharide

  摘要：

  The sqnthesis of a blocked tetrasaccharide portion of the biological repeat unit, [-->2)L-Rhap alpha(1-->2)L-Rhap alpha(1-->2)L-Rhap alpha (1-->6)D-GlcNAcp alpha(1-->], of the Serratia marcescens O18 polysaccharide was described The key intermediate compounds was 3,4-blocked -L-rhamnose. All compounds were confirmed by use of high resolution NMR and FAB-MS techniques.

  DOI：

  10.1016/s0957-4166(00)86306-5

文献信息

• Studies on carbohydrates XVIII. Synthesis of tetrasaccharide corresponding to biological repeat units of Serratia marcescens O18 polysaccharide
  作者：Jian Zhang、Jianmin Mao、Hongming Chen、Mengshen Cai

  DOI：10.1016/s0957-4166(00)86306-5

  日期：1994.11

  The sqnthesis of a blocked tetrasaccharide portion of the biological repeat unit, [-->2)L-Rhap alpha(1-->2)L-Rhap alpha(1-->2)L-Rhap alpha (1-->6)D-GlcNAcp alpha(1-->], of the Serratia marcescens O18 polysaccharide was described The key intermediate compounds was 3,4-blocked -L-rhamnose. All compounds were confirmed by use of high resolution NMR and FAB-MS techniques.