[(2S,4aR,5S,6R,8R,8aS)-6-Methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-yl]-methanol | 502635-97-4

• 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: [(2S,4aR,5S,6R,8R,8aS)-6-Methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-yl]-methanol
• CAS: 502635-97-4
• 化学式: C₂₂H₂₆O₇S
• 分子量: 434.51
• InChiKey: JPMGZXDLDYRRDJ-GPHILITQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  [(2S,4aR,5S,6R,8R,8aS)-6-Methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-yl]-methanol 在 吡啶 、 水 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 methyl 3-C-acetoxymethyl-4,6-di-O-acetyl-2,3-dideoxy-2-C-p-tolylsulfonyl-β-D-altropyranoside
  参考文献：
  名称：

  Photoreaction of methyl and phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-β-d-erythro-hex-2-enopyranosides in methanol

  摘要：

  The title compounds were irradiated with a high-pressure mercury lamp in methanol to give 2-C-hydroxymethyl derivatives having the gluco, altro, and allo configurations as well as an S(N)2' product. Equatorial attack of a hydroxymethyl radical slightly predominated over axial attack. During chromatographic separation on a silica gel column, partial migration of the 4,6-O-benzylidene group in the gluco and altro products occurred to yield the 3',4-O-benzylidene derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00231-8
• 作为产物：
  描述：

  在 水 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 [(2S,4aR,5S,6R,8R,8aS)-6-Methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-yl]-methanol
  参考文献：
  名称：

  Photoreaction of methyl and phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-β-d-erythro-hex-2-enopyranosides in methanol

  摘要：

  The title compounds were irradiated with a high-pressure mercury lamp in methanol to give 2-C-hydroxymethyl derivatives having the gluco, altro, and allo configurations as well as an S(N)2' product. Equatorial attack of a hydroxymethyl radical slightly predominated over axial attack. During chromatographic separation on a silica gel column, partial migration of the 4,6-O-benzylidene group in the gluco and altro products occurred to yield the 3',4-O-benzylidene derivatives. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00231-8