(2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-[6-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester | 173683-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-[6-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
• 英文别名: methyl (2R,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[6-[(2R,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxyhexoxy]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 173683-13-1
• 化学式: C₅₃H₆₉NO₁₈
• 分子量: 1008.13
• InChiKey: ZIJPTYWZOJMHLD-DAQPAUILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  72.0
• 可旋转键数：
  27.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  225.21
• 氢给体数：
  1.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-[6-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 96.0h， 生成 (2R,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-[6-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid
  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：

  N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 在 silver 2-mercaptoethanesulphonate 、 4 A molecular sieve 、 四乙基溴化铵 作用下， 以 乙腈 、 苯 为溶剂， 反应 144.0h， 生成 (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-2-[6-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyloxy]-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