methyl 3,4-di-O-benzyl-β-D-galactopyranoside | 81561-89-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,4-di-O-benzyl-β-D-galactopyranoside
• 英文别名: (2R,3R,4R,5S,6R)-6-(hydroxymethyl)-2-methoxy-4,5-bis(phenylmethoxy)oxan-3-ol
• CAS: 81561-89-9
• 化学式: C₂₁H₂₆O₆
• 分子量: 374.434
• InChiKey: VDXOCUMLSFQTRW-YMQHIKHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3,4-di-O-benzyl-β-D-galactopyranoside 在 三丁基氧化锡 作用下， 生成 [(2R,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-methoxy-5-((3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol
  参考文献：
  名称：

  Demixing libraries of saccharides using a multi-linker approach in combination with a soluble polymeric support

  摘要：

  A new method for demixing libraries of compounds that are attached to a soluble polymeric support by tagging starting materials with selective cleavable linkers is described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00851-1
• 作为产物：
  描述：

  甲基-Β-D-吡喃半乳糖苷 在 水 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 52.5h， 生成 methyl 3,4-di-O-benzyl-β-D-galactopyranoside
  参考文献：
  名称：

  An approach to regioselective alkylation of alkyl β-d-galactopyranosides through (trialkylstannyl)ation

  摘要：

  DOI：

  10.1016/s0008-6215(00)81006-x

文献信息

• Silicon-29 NMR spectroscopy in carbohydrate chemistry: Galactose derivatives
  作者：D. J. Gale、N. A. Evans

  DOI：10.1002/omr.1270210910

  日期：1983.9

  Abstract29Si NMR spectra of the O‐trimethylsilyl (OTMS) derivatives of various methyl α‐ and β‐D‐galactopyranosides have been recorded. The effect of changes in the anomeric configuration provides a means of assigning the resonance of the 2‐OTMS substituent. Whereas the signal of the OTMS group attached at the 6‐position can be assigned readily, those of the OTMS group at the 3‐ or 4‐position cannot be assigned unequivocally.
• Demixing libraries of saccharides using a multi-linker approach in combination with a soluble polymeric support
  作者：Galal A. Elsayed、Tong Zhu、Geert-Jan Boons

  DOI：10.1016/s0040-4039(02)00851-1

  日期：2002.5

  A new method for demixing libraries of compounds that are attached to a soluble polymeric support by tagging starting materials with selective cleavable linkers is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
• An approach to regioselective alkylation of alkyl β-d-galactopyranosides through (trialkylstannyl)ation
  作者：Tomoya Ogawa、Tomoo Nukada、Masanao Matsui

  DOI：10.1016/s0008-6215(00)81006-x

  日期：1982.3