6-Hydroxyhexyl 2,3,4-tri-O-benzyl-α-L-fucopyranoside | 173683-12-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-Hydroxyhexyl 2,3,4-tri-O-benzyl-α-L-fucopyranoside
• 英文别名: 6-[(2R,3S,4R,5R,6S)-6-methyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxyhexan-1-ol
• CAS: 173683-12-0
• 化学式: C₃₃H₄₂O₆
• 分子量: 534.693
• InChiKey: WWBUOMGRLVGIAS-GXCPKCQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  39
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-Hydroxyhexyl 2,3,4-tri-O-benzyl-α-L-fucopyranoside 在 palladium on activated charcoal 吡啶 、 氯磺酸 、 氢气 作用下， 以 溶剂黄146 为溶剂， 反应 27.0h， 生成 Sulfuric acid mono-[6-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexyl] 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：

  甲基-2,3,4-三-O-苄基-1-硫代-β-L-岩藻糖苷 在 4 A molecular sieve 、 四乙基溴化铵 、 溴 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 72.08h， 生成 6-Hydroxyhexyl 2,3,4-tri-O-benzyl-α-L-fucopyranoside
  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

文献信息

• Synthesis of Sialyl Lewis X Analogues
  作者：Gyula Dekany、Karen Wright、Peter Ward、Istvan Toth

  DOI：10.1080/07328309608005661

  日期：1996.5

  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.