1,2:3,4-di-O-isopropylidene-6-O-(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)-α-D-galactopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2:3,4-di-O-isopropylidene-6-O-(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)-α-D-galactopyranose
• 英文别名: [(2R,3R,4S,5R,6R)-4,5-dibenzoyloxy-2-methyl-6-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]oxan-3-yl] benzoate
• 化学式: C₃₉H₄₂O₁₃
• 分子量: 718.755
• InChiKey: XXHPBRFPLNDFRJ-PWUJHFAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  52
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  [(2S,3S,4S,5R,6R)-4,5-dibenzoyloxy-6-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]-2-[[[(2S,3S,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]oxan-2-yl]methyldiselanyl]methyl]oxan-3-yl] benzoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 生成 1,2:3,4-di-O-isopropylidene-6-O-(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)-α-D-galactopyranose
  参考文献：
  名称：

  1,6-Epithio- and 1,6-Episeleno-β-D-glucopyranose: Useful Adjuncts in the Synthesis of 6-Deoxy-β-D-glucopyranosides

  摘要：

  1,6-二脱氧-1,6-表硫代和 1,6-二脱氧-1,6-表硒-β-D-吡喃葡萄糖的衍生物 和 1,6-二脱氧-1,6-表硒-β-D-吡喃葡萄糖是碳水化合物醇的有效糖基供体。 N- 碘代琥珀酰亚胺/三氟甲磺酸的作用下，成为碳水化合物醇的有效糖基供体。还原 还原中间二硫化物和二硒化物，得到 6-脱氧-β-D-吡喃葡萄糖苷。合成一系列 报告了一系列此类 6′-脱氧二糖衍生物的合成。 报告。

  DOI：

  10.1071/ch99009

文献信息

• The Selective Activation of Telluro- over Seleno-β-D-glucopyranosides as Glycosyl Donors: a Reactivity Scale for Various Telluro, Seleno and Thio Sugars
  作者：Robert V. Stick、D. Matthew G. Tilbrook、Spencer J. Williams

  DOI：10.1071/c96207

  日期：——

  Phenyl tetra-O-benzoyl-1-telluro-β-D-glucopyranoside, when treated with 1,2:3,4-di-O-isopropylidene-α-D-galactose in the presence of N-iodosuccinimide and trifluoromethanesulfonic acid, immediately forms the expected β-disaccharide derivative. A subsequent experiment involving both a telluroglycoside and a selenoglycoside as donors with the one alcohol acceptor showed complete preference for the telluroglycoside. This result has led to an extension of the investigation to establish a ‘reactivity scale’ for various telluro, seleno and thio sugars.

  苯基 四-O-苯甲酰基-1-碲-β-D-吡喃葡萄糖苷，当用 与 1,2:3,4-二-O-异亚丙基-α-D-半乳糖，在 在 N-碘代丁二酰亚胺和 在 N-碘代丁二酰亚胺和三氟甲磺酸的作用下，立即形成预期的 β-二糖衍生物。在随后的实验中 苷和硒苷作为供体，并以一种醇作为受体的实验表明 结果表明，人们完全倾向于使用转氨基糖苷。这一结果导致 这一结果导致了研究的扩展，以建立一个 "反应性等级 为各种碲糖、硒糖和硫代糖建立 "反应度"。
• 1,6-epithio- and 1,6-episeleno-β-d-glucopyranose: Useful adjuncts in the synthesis of 6-deoxy-β-d-glucopyranosides
  作者：Robert V Stick、D Matthew、G Tilbrook、Spencer J Williams

  DOI：10.1016/s0040-4039(97)00458-9

  日期：1997.4

  The treatment of derivatives of 1,6-epithio- and 1,6-episeleno-beta-D-glucopyranose with various carbohydrate alcohols in the presence of N-iodosuccinimide/triflic acid gives rise to di sulfides and diselenides, respectively, which may be transformed to the desired 6-deoxy-beta-D-glucopyranosides. (C) 1997 Elsevier Science Ltd.
• 1,6-Epithio- and 1,6-Episeleno-β-D-glucopyranose: Useful Adjuncts in the Synthesis of 6-Deoxy-β-D-glucopyranosides
  作者：Robert V. Stick、D. Matthew G. Tilbrook、Spencer J. Williams

  DOI：10.1071/ch99009

  日期：——

  Derivatives of 1,6-dideoxy-1,6-epithio- and 1,6-dideoxy-1,6-episeleno-β-D-glucopyranose have been shown to be effective glycosyl donors toward carbohydrate alcohols under the agency of N- iodosuccinimide/trifluoromethanesulfonic acid. Reduction of the intermediate disulfides and diselenides affords 6-deoxy-β-D-glucopyranosides. The synthesis of a range of such 6′-deoxy disaccharide derivatives is reported.

  1,6-二脱氧-1,6-表硫代和 1,6-二脱氧-1,6-表硒-β-D-吡喃葡萄糖的衍生物 和 1,6-二脱氧-1,6-表硒-β-D-吡喃葡萄糖是碳水化合物醇的有效糖基供体。 N- 碘代琥珀酰亚胺/三氟甲磺酸的作用下，成为碳水化合物醇的有效糖基供体。还原 还原中间二硫化物和二硒化物，得到 6-脱氧-β-D-吡喃葡萄糖苷。合成一系列 报告了一系列此类 6′-脱氧二糖衍生物的合成。 报告。