(3aR,5S,6aR)-5-(ethylsulfanylmethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole | 232613-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5S,6aR)-5-(ethylsulfanylmethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• CAS: 232613-28-4
• 化学式: C₁₀H₁₈O₃S
• 分子量: 218.317
• InChiKey: ZMFNZTPTCWVSCX-DJLDLDEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (3aR,5S,6aR)-5-(ethylsulfanylmethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 以56%的产率得到Acetic acid (3R,5S)-3-acetoxy-5-ethylsulfanylmethyl-tetrahydro-furan-2-yl ester
  参考文献：
  名称：

  Synthesis of 3′-deoxy-5′-S-ethyl-5′-thio-β-d-erythro-pentofuranosylthymine as potential antitumor agent

  摘要：

  The title compound 6 was prepared from the key sugarintermediate 3-deoxy-1,2-O-isopropylidene-alpha-D-erythro-pentofuranosylthymine (1) via five steps. Alternatively, 6 was synthesized from the nucleoside 3'-deoxy-beta-D-erythro-pentofuranosylthymine (7) in two steps. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00877-1
• 作为产物：
  描述：

  3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3aR,5S,6aR)-5-(ethylsulfanylmethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
  参考文献：
  名称：

  Synthesis of 3′-deoxy-5′-S-ethyl-5′-thio-β-d-erythro-pentofuranosylthymine as potential antitumor agent

  摘要：

  The title compound 6 was prepared from the key sugarintermediate 3-deoxy-1,2-O-isopropylidene-alpha-D-erythro-pentofuranosylthymine (1) via five steps. Alternatively, 6 was synthesized from the nucleoside 3'-deoxy-beta-D-erythro-pentofuranosylthymine (7) in two steps. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00877-1