methyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside | 273397-26-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside
• 英文别名: Bz(-2)[Bz(-3)][Mob(-6)]a-Gal1Me；[(2S,3R,4S,5S,6R)-3-benzoyloxy-5-hydroxy-2-methoxy-6-[(4-methoxyphenyl)methoxymethyl]oxan-4-yl] benzoate
• CAS: 273397-26-5
• 化学式: C₂₉H₃₀O₉
• 分子量: 522.552
• InChiKey: KNTNDDXJZPNLGI-XLBLWDNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside 在 palladium on activated charcoal 吡啶 、 六甲基磷酰三胺 、 sodium azide 、 氢气 作用下， 以 甲醇 为溶剂， 20.0~60.0 ℃ 、101.33 kPa 条件下， 反应 32.0h， 生成 methyl 4-amino-2,3-di-O-benzoyl-4-deoxy-6-O-(4-methoxybenzyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Stereocontrolled preparation of 2-,3- and 4-isothiocyanato aldopyranose derivatives

  摘要：

  The regio- and stereocontrolled introduction of an isothiocyanato group into the positions 2, 3 and 4 of glycopyranose derivatives starting from glycosides, glycosylamines, and aminosugars is reported. Isothiocyanato sugars with D-gluco, D-allo and D-manno configurations have been prepared. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00212-3
• 作为产物：
  描述：

  methyl 2,3-di-O-benzoyl-4,6-O-(4-methoxybenzylidene)-α-D-galactopyranoside 在 4 A molecular sieve 、 sodium cyanoborohydride 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以67%的产率得到methyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside
  参考文献：
  名称：

  Stereocontrolled preparation of 2-,3- and 4-isothiocyanato aldopyranose derivatives

  摘要：

  The regio- and stereocontrolled introduction of an isothiocyanato group into the positions 2, 3 and 4 of glycopyranose derivatives starting from glycosides, glycosylamines, and aminosugars is reported. Isothiocyanato sugars with D-gluco, D-allo and D-manno configurations have been prepared. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00212-3

文献信息

• Synthesis of a Di-And a Trisaccharide Related to the Repeating Unit of<i>E.Coli</i>O128 Lipopolysaccharide
  作者：Prabal Sengupta、Sumanta Basu、Bishnu P. Chatterjee

  DOI：10.1080/07328300008544077

  日期：2000.1

  Starting from L-fucose, D-galactose and 2-amino-2-deoxy-D-galactose, methyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1-->4)-alpha-D-galactopyranoside and methyl 2-acetamido-2-deoxy-beta-D-galactopyranosyl-( 1 --> 6)-[alpha-L-fucopyranosyl-(1-->2)]-beta-D-galactopyranoside, which are related to the repeating unit of E. coli O128, have been synthesized using NIS and TfOH as promoter.
• Stereocontrolled preparation of 2-,3- and 4-isothiocyanato aldopyranose derivatives
  作者：Jose Fuentes、David Olano、Consolación Gasch、M Angeles Pradera

  DOI：10.1016/s0957-4166(00)00212-3

  日期：2000.6

  The regio- and stereocontrolled introduction of an isothiocyanato group into the positions 2, 3 and 4 of glycopyranose derivatives starting from glycosides, glycosylamines, and aminosugars is reported. Isothiocyanato sugars with D-gluco, D-allo and D-manno configurations have been prepared. (C) 2000 Elsevier Science Ltd. All rights reserved.