3-O-[2,4,6-tri-O-benzoyl-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl]-2-O-tert-butyldimethylsilyl-1-O-hexadecyl-sn-glycerol | 1236148-12-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-[2,4,6-tri-O-benzoyl-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl]-2-O-tert-butyldimethylsilyl-1-O-hexadecyl-sn-glycerol
• 英文别名: [(2R,3S,4S,5R,6R)-3,5-dibenzoyloxy-6-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-hexadecoxypropoxy]-4-[(4-methoxyphenyl)methoxy]oxan-2-yl]methyl benzoate
• CAS: 1236148-12-1
• 化学式: C₆₀H₈₄O₁₂Si
• 分子量: 1025.41
• InChiKey: WSGZQWMRJAJLSJ-KQMBWESASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.52
• 重原子数：
  73
• 可旋转键数：
  37
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-O-[2,4,6-tri-O-benzoyl-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl]-2-O-tert-butyldimethylsilyl-1-O-hexadecyl-sn-glycerol 在 甲醇 、 sodium methylate 作用下， 反应 48.0h， 生成 、
  参考文献：
  名称：

  Synthesis of the Sulfonate Analogue of Seminolipid via Horner−Wadsworth−Emmons Olefination

  摘要：

  The first synthesis of the sulfonate analogue of seminolipid, the main sulfoglycolipid in mammalian sperm, is reported. Installation of the sulfonate unit was accomplished by a quite unexplored strategy based on Horner-Wadsworth-Emmons olefination on a 3'-keto-galactoside, followed by stereoselective double bond reduction.

  DOI：

  10.1021/jo1008788
• 作为产物：
  描述：

  、 叔丁基二甲硅基三氟甲磺酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以1.6 g的产率得到3-O-[2,4,6-tri-O-benzoyl-3-O-(4-methoxybenzyl)-β-D-galactopyranosyl]-2-O-tert-butyldimethylsilyl-1-O-hexadecyl-sn-glycerol
  参考文献：
  名称：

  Synthesis of the Sulfonate Analogue of Seminolipid via Horner−Wadsworth−Emmons Olefination

  摘要：

  The first synthesis of the sulfonate analogue of seminolipid, the main sulfoglycolipid in mammalian sperm, is reported. Installation of the sulfonate unit was accomplished by a quite unexplored strategy based on Horner-Wadsworth-Emmons olefination on a 3'-keto-galactoside, followed by stereoselective double bond reduction.

  DOI：

  10.1021/jo1008788

文献信息

• Synthesis of the Sulfonate Analogue of Seminolipid via Horner−Wadsworth−Emmons Olefination
  作者：Laura Franchini、Federica Compostella、Diego Colombo、Luigi Panza、Fiamma Ronchetti

  DOI：10.1021/jo1008788

  日期：2010.8.6

  The first synthesis of the sulfonate analogue of seminolipid, the main sulfoglycolipid in mammalian sperm, is reported. Installation of the sulfonate unit was accomplished by a quite unexplored strategy based on Horner-Wadsworth-Emmons olefination on a 3'-keto-galactoside, followed by stereoselective double bond reduction.