phenylmethyl (phenylmethyl α-D-galactopyranosid)uronate | 109923-93-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenylmethyl (phenylmethyl α-D-galactopyranosid)uronate
• CAS: 109923-93-5
• 化学式: C₂₀H₂₂O₇
• 分子量: 374.39
• InChiKey: MAWQZLVRWTYLGK-JAYZULETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  105.45
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  phenylmethyl (phenylmethyl α-D-galactopyranosid)uronate 在 lithium hydroxide 、 正丁基锂 、 甲基三辛基氯化铵 、 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 、 silver(l) oxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 64.5h， 生成 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate
  参考文献：
  名称：

  Redox glycosidation: stereoselective syntheses of (1.fwdarw.6) linked disaccharides via thionoester intermediates

  摘要：

  Perbenzyl derivatives of the disaccharides benzyl 6-O-(alpha(and beta)-D-glucopyranosyl)-alpha-D-galactopyranoside and benzyl 6-O-(alpha(and beta)-D-mannopyranosyl)-alpha-D-galactopyranoside were each prepared in a stereoselective manner by acylation, thionation, and reductive desulfurization. The use of 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (4b) as a mild thionation reagent for esters and lactones is also described.

  DOI：

  10.1021/jo00036a012
• 作为产物：
  描述：

  氨甲酸,(2-氟环丙基)-,1,1-二甲基乙基酯,顺-(9CI) 、 苯甲醇 在 对甲苯磺酸 作用下， 反应 24.0h， 生成 phenylmethyl (phenylmethyl α-D-galactopyranosid)uronate
  参考文献：
  名称：

  Redox glycosidation: stereoselective syntheses of (1.fwdarw.6) linked disaccharides via thionoester intermediates

  摘要：

  Perbenzyl derivatives of the disaccharides benzyl 6-O-(alpha(and beta)-D-glucopyranosyl)-alpha-D-galactopyranoside and benzyl 6-O-(alpha(and beta)-D-mannopyranosyl)-alpha-D-galactopyranoside were each prepared in a stereoselective manner by acylation, thionation, and reductive desulfurization. The use of 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (4b) as a mild thionation reagent for esters and lactones is also described.

  DOI：

  10.1021/jo00036a012

文献信息

• Kvam, Bjarne J.; Grasdalen, Hans; Smidsroed, Olav, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 9, p. 735 - 739
  作者：Kvam, Bjarne J.、Grasdalen, Hans、Smidsroed, Olav、Anthonsen, Thorleif

  DOI：——

  日期：——