2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-(6S)-yl-O-(S-methyl dithicarbonate) | 321868-67-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-(6S)-yl-O-(S-methyl dithicarbonate)
• 英文别名: O-[(3aR,5R,6S,6aR)-5-benzyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] methylsulfanylmethanethioate
• CAS: 321868-67-1
• 化学式: C₁₆H₂₀O₄S₂
• 分子量: 340.464
• InChiKey: YTQXQJROPFGWDM-XJFOESAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  94.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-(6S)-yl-O-(S-methyl dithicarbonate) 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 以77%的产率得到2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxole
  参考文献：
  名称：

  Synthesis of harzialactone A and its isomers from d-glucose and assignment of absolute stereochemistry

  摘要：

  The synthesis of the marine metabolite (3R,5R)-harzialactone A 1 from D-glucose is described. Syntheses of all the isomers (3S,5R)-2, (3R,5S)-3 and (3S,5S)-4 of 1 are also described and the absolute stereochemistry for the natural product 1 is assigned unambiguously. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00389-x
• 作为产物：
  描述：

  1,2-di-O-isopropylidene-5-O-tosyl-D-xylofuranose 在 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 2,2-dimethyl-5-phenylmethyl-(3aR,5R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-(6S)-yl-O-(S-methyl dithicarbonate)
  参考文献：
  名称：

  Synthesis of harzialactone A and its isomers from d-glucose and assignment of absolute stereochemistry

  摘要：

  The synthesis of the marine metabolite (3R,5R)-harzialactone A 1 from D-glucose is described. Syntheses of all the isomers (3S,5R)-2, (3R,5S)-3 and (3S,5S)-4 of 1 are also described and the absolute stereochemistry for the natural product 1 is assigned unambiguously. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00389-x