(2R,3R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-((Z)-((3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)-3,6-dihydro-2H-pyran | 1462962-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-((Z)-((3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)-3,6-dihydro-2H-pyran
• 英文别名: (2Z,3R,4S,5S,6R)-2-[[(2R,3R,6S)-3,4-bis(phenylmethoxy)-2-(phenylmethoxymethyl)-3,6-dihydro-2H-pyran-6-yl]methylidene]-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxane
• CAS: 1462962-14-6
• 化学式: C₆₂H₆₂O₉
• 分子量: 951.169
• InChiKey: QJJKRGYJDBSUGL-RNTZEDMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  71
• 可旋转键数：
  24
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,3,4,6-四-O-(苯基甲基)-D-半乳糖酸 D-内酯 在 1,3-双(二苯基膦)丙烷 、 四丁基氯化铵 、 palladium diacetate 、 potassium carbonate 、 二(2,4,6-三甲基苯基)碘嗡三氟甲磺酸盐 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 生成 (2R,3R,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-((Z)-((3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ylidene)methyl)-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Heck-type cross-coupling between halo-exo-glycals and endo-glycals: a practical way to achieve C-glycosidic disaccharides

  摘要：

  An effective Heck-type cross-coupling reaction between halo-exo-glycals and endo-glycals to achieve C-glycosidic disaccharides has been developed. Using Pd(OAc)(2) as the catalyst, dppp as ligand and K2CO3 as base, the reactions gave C-glycosidic products in good to excellent yields with exclusive stereochemistry. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.118

文献信息

• Heck-type cross-coupling between halo-exo-glycals and endo-glycals: a practical way to achieve C-glycosidic disaccharides
  作者：Yongfeng Tao、Ning Ding、Sumei Ren、Yingxia Li

  DOI：10.1016/j.tetlet.2013.08.118

  日期：2013.11

  An effective Heck-type cross-coupling reaction between halo-exo-glycals and endo-glycals to achieve C-glycosidic disaccharides has been developed. Using Pd(OAc)(2) as the catalyst, dppp as ligand and K2CO3 as base, the reactions gave C-glycosidic products in good to excellent yields with exclusive stereochemistry. (C) 2013 Elsevier Ltd. All rights reserved.