(S)-2-((3aR,4R,6S,6aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-3-((R)-1-phenyl-ethylamino)-propane-1,2-diol | 198137-93-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-((3aR,4R,6S,6aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-3-((R)-1-phenyl-ethylamino)-propane-1,2-diol
• CAS: 198137-93-8
• 化学式: C₂₀H₃₁NO₅
• 分子量: 365.47
• InChiKey: MSJDNKFUQHGANO-NWYWEGMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  91.18
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((3aR,4R,6S,6aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-3-((R)-1-phenyl-ethylamino)-propane-1,2-diol 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、303.98 kPa 条件下， 反应 27.0h， 生成 (S)-1-Amino-3-(tert-butyl-dimethyl-silanyloxy)-2-[(3aR,4R,6S,6aS)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl]-propan-2-ol
  参考文献：
  名称：

  A synthetic approach to a novel class of enantiopure cyclopentyl carbocyclic nucleosides and related compounds

  摘要：

  A synthetic entry to a novel class of cyclopentyl carbocyclic nucleosides and other functional derivatives, in enantiopure form, is presented. As a structural feature of these compounds, the base-moiety is separated from the carbocyclic ring by a C-2-chain containing a quaternary stereogenic center and additional chemical functions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00401-1
• 作为产物：
  描述：

  (3aS,4R,6R,6aR)-6-[(S)-1-Hydroxy-1-methoxycarbonyl-2-((R)-1-phenyl-ethylamino)-ethyl]-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid methyl ester 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以86 mg的产率得到(S)-2-((3aR,4R,6S,6aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-3-((R)-1-phenyl-ethylamino)-propane-1,2-diol
  参考文献：
  名称：

  A synthetic approach to a novel class of enantiopure cyclopentyl carbocyclic nucleosides and related compounds

  摘要：

  A synthetic entry to a novel class of cyclopentyl carbocyclic nucleosides and other functional derivatives, in enantiopure form, is presented. As a structural feature of these compounds, the base-moiety is separated from the carbocyclic ring by a C-2-chain containing a quaternary stereogenic center and additional chemical functions. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00401-1

文献信息

• A synthetic approach to a novel class of enantiopure cyclopentyl carbocyclic nucleosides and related compounds
  作者：Miguel Díaz、Rosa M. Ortuño

  DOI：10.1016/s0957-4166(97)00401-1

  日期：1997.10

  A synthetic entry to a novel class of cyclopentyl carbocyclic nucleosides and other functional derivatives, in enantiopure form, is presented. As a structural feature of these compounds, the base-moiety is separated from the carbocyclic ring by a C-2-chain containing a quaternary stereogenic center and additional chemical functions. (C) 1997 Elsevier Science Ltd.