[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-5-[(2R,3R,4S,5S,6R)-4-acetyloxy-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] 2,2-dimethylpropanoate | 120424-74-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-5-[(2R,3R,4S,5S,6R)-4-acetyloxy-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] 2,2-dimethylpropanoate
• CAS: 120424-74-0
• 化学式: C₈₈H₉₆O₁₈
• 分子量: 1441.72
• InChiKey: TUSUJXCILQGGCI-JDWWHANTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  106
• 可旋转键数：
  39
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  182
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-5-[(2R,3R,4S,5S,6R)-4-acetyloxy-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] 2,2-dimethylpropanoate 、 乙酸酐 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 生成 [(3R,4S,5R,6R)-2,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4-diacetyloxy-6-(acetyloxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-3-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  An efficient approach to stereoselective glycosylation of ceramide derivatives: Use of pivaloyl group as a stereocontrolling auxiliary

  摘要：

  DOI：

  10.1016/s0040-4039(00)80426-8
• 作为产物：
  描述：

  Benzyl 3,6-tri-O-benzyl-4-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-2-O-pivaloyl-β-D-glucopyranoside 、 3-O-acetyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride 在 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 以78%的产率得到[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-5-[(2R,3R,4S,5S,6R)-4-acetyloxy-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  An efficient approach to stereoselective glycosylation of ceramide derivatives: Use of pivaloyl group as a stereocontrolling auxiliary

  摘要：

  DOI：

  10.1016/s0040-4039(00)80426-8

文献信息

• SATO, SUSUMU;NUNOMURA, SHIGEKI;NAKANO, TAKAHISA;ITO, YUKISHIGE;OGAWA, TOM+, TETRAHEDRON LETT., 29,(1988) N 33, C. 4097-4100
  作者：SATO, SUSUMU、NUNOMURA, SHIGEKI、NAKANO, TAKAHISA、ITO, YUKISHIGE、OGAWA, TOM+

  DOI：——

  日期：——