3-[(4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propan-1-ol | 213766-10-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propan-1-ol
• CAS: 213766-10-0
• 化学式: C₁₅H₃₂O₄Si
• 分子量: 304.502
• InChiKey: AISRANHKCVNRAC-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propan-1-ol 在 咪唑 、 双(乙腈)氯化钯(II) 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (2S,3R)-6-(tert-Butyl-diphenyl-silanyloxy)-hexane-1,2,3-triol
  参考文献：
  名称：

  Synthesis of the E ring of gambierol

  摘要：

  The synthesis of the E ring of gambierol was achieved from D-ribose via the intramolecular reaction of allylstannane with an aldehyde as a key step. The undesired stereoisomer formed in this reaction was converted to the desired product by using DBU isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01311-2
• 作为产物：
  描述：

  methyl 3-[(4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到3-[(4R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propan-1-ol
  参考文献：
  名称：

  Synthesis of the E ring of gambierol

  摘要：

  The synthesis of the E ring of gambierol was achieved from D-ribose via the intramolecular reaction of allylstannane with an aldehyde as a key step. The undesired stereoisomer formed in this reaction was converted to the desired product by using DBU isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01311-2

文献信息

• A Concise Total Synthesis of (+)-Cladospolide D
  作者：Krishna Kaliappan、Debjani Si

  DOI：10.1055/s-0032-1317520

  日期：——

  A short and convergent total synthesis of (+)-cladospolide D is delineated, which involves olefin cross metathesis and furan oxidation to access the γ-oxo-α,β-unsaturated acid and Yamaguchi lactonization to construct the 12-membered ring as key steps.

  描述了 (+)-cladospolide D 的短而收敛的全合成，其中包括烯烃交叉复分解和呋喃氧化以获取 γ-氧代-α,β-不饱和酸和 Yamaguchi 内酯化以构建 12 元环作为关键步骤.