methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[3-(2-phenylmethoxyethoxy)propoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate | 178872-64-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[3-(2-phenylmethoxyethoxy)propoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 178872-64-5
• 化学式: C₃₂H₄₅NO₁₅
• 分子量: 683.707
• InChiKey: GJNFZDBASZTOBT-HDJPIGHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  48
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  198
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[3-(2-phenylmethoxyethoxy)propoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate 在 palladium on activated charcoal 4 A molecular sieve 、 四乙基溴化铵 、 氢气 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 120.0h， 生成 (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-{3-[2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-ethoxy]-propoxy}-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of Sialyl Lewis X Analogues

  摘要：

  Sialyl Lewis X (SLe(x)) analogs 2a and 2b were synthesised, where the N-acetyl-D-glucose and the D-galactose units of SLe(x) 1 were replaced with an alkyl and a heteroalkyl spacer. Sulphate ester 6i was also synthesised from alcohol 6b and chlorosulphonic acid. A novel promoter. silver mercaptoethanesulphonate. was used to synthesise alpha-sialosides 2c, 7b and 7c.

  DOI：

  10.1080/07328309608005661
• 作为产物：
  描述：

  2-苄氧基乙醇 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 silver 2-mercaptoethanesulphonate 作用下， 以 xylene 、 苯 为溶剂， 反应 104.0h， 生成 methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[3-(2-phenylmethoxyethoxy)propoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
  参考文献：
  名称：

  Synthesis of Sialyl Lewis X Analogues

  摘要：

  Sialyl Lewis X (SLe(x)) analogs 2a and 2b were synthesised, where the N-acetyl-D-glucose and the D-galactose units of SLe(x) 1 were replaced with an alkyl and a heteroalkyl spacer. Sulphate ester 6i was also synthesised from alcohol 6b and chlorosulphonic acid. A novel promoter. silver mercaptoethanesulphonate. was used to synthesise alpha-sialosides 2c, 7b and 7c.

  DOI：

  10.1080/07328309608005661