methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-hexyl-β-lactoside | 1053631-07-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-hexyl-β-lactoside
• 英文别名: (2R,3S,4S,5R,6S)-3-hexoxy-2-(hexoxymethyl)-6-[(2R,3R,4S,5R,6R)-6-methoxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4,5-bis(phenylmethoxy)oxane
• CAS: 1053631-07-4
• 化学式: C₆₀H₇₈O₁₁
• 分子量: 975.273
• InChiKey: URYLZZSBJJEAIM-JCTRRSDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  71
• 可旋转键数：
  32
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-hexyl-β-lactoside 在 palladium hydroxide - carbon 作用下， 以 乙醇 、 环己烯 为溶剂， 反应 6.0h， 以95%的产率得到methyl 4',6'-di-O-hexyl-β-lactoside
  参考文献：
  名称：

  Carbohydrate-derived surfactants: synthesis and phase behaviour of methyl 4′ 6′-di-O-alkyl-β-lactosides

  摘要：

  In order to study the physical properties of lactose-derived surfactants. methyl 4',6'-di-O-hexyl-beta-lactoside and methyl 4',6'-di-O-octyl-beta-lactoside were prepared. The 4',6'-O-isopropylidene ketal was used as a temporary protecting group in the key intermediate. The 3',4'-O-benzylidene acetal was identified as a minor by-product in the preparation of methyl 4',6'-O-benzylidene-beta-lactoside by acid-catalysed transacetalation. The phase behaviour of these derivatives is reported.

  DOI：

  10.1039/p19940002103
• 作为产物：
  描述：

  甲基 4-O-BETA-D-半乳糖基-BETA-D-吡喃葡萄糖苷 在 sodium hydride 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 methyl 2,2',3,3',6-penta-O-benzyl-4',6'-di-O-hexyl-β-lactoside
  参考文献：
  名称：

  Carbohydrate-derived surfactants: synthesis and phase behaviour of methyl 4′ 6′-di-O-alkyl-β-lactosides

  摘要：

  In order to study the physical properties of lactose-derived surfactants. methyl 4',6'-di-O-hexyl-beta-lactoside and methyl 4',6'-di-O-octyl-beta-lactoside were prepared. The 4',6'-O-isopropylidene ketal was used as a temporary protecting group in the key intermediate. The 3',4'-O-benzylidene acetal was identified as a minor by-product in the preparation of methyl 4',6'-O-benzylidene-beta-lactoside by acid-catalysed transacetalation. The phase behaviour of these derivatives is reported.

  DOI：

  10.1039/p19940002103

文献信息

• Carbohydrate-derived surfactants: synthesis and phase behaviour of methyl 4′ 6′-di-O-alkyl-β-lactosides
  作者：Virginie Langlois、J. Michael Williams

  DOI：10.1039/p19940002103

  日期：——

  In order to study the physical properties of lactose-derived surfactants. methyl 4',6'-di-O-hexyl-beta-lactoside and methyl 4',6'-di-O-octyl-beta-lactoside were prepared. The 4',6'-O-isopropylidene ketal was used as a temporary protecting group in the key intermediate. The 3',4'-O-benzylidene acetal was identified as a minor by-product in the preparation of methyl 4',6'-O-benzylidene-beta-lactoside by acid-catalysed transacetalation. The phase behaviour of these derivatives is reported.