(3R,4R,5S)-3-hydroxy-4-methyl-5-(3-methylbut-2-enyl)oxolan-2-one | 149948-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (3R,4R,5S)-3-hydroxy-4-methyl-5-(3-methylbut-2-enyl)oxolan-2-one
• CAS: 149948-49-2
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: OZLYABPKUISTRU-XHNCKOQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4R,5S)-3-hydroxy-4-methyl-5-(3-methylbut-2-enyl)oxolan-2-one 在 正丁基锂 、 camphor-10-sulfonic acid 作用下， 以 四氢呋喃 为溶剂， 生成 2-Benzenesulfonyl-1-[(4R,5S,6S)-2,2,5-trimethyl-6-(3-methyl-but-2-enyl)-[1,3]dioxan-4-yl]-ethanone
  参考文献：
  名称：

  Stereoselective synthesis of C-9 to C-14 segment, a key intermediate for the total synthesis of trienomycin and micotrienins.

  摘要：

  The C-9 to C-14 segment, a key intermediate for the total synthesis of Trienomycin and Micotrienins has been synthesized, involving Sharpless asymmetric epoxidation intramolecular radical cyclisation and MoOPH hydroxylation as key steps.

  DOI：

  10.1016/s0040-4039(00)60494-x
• 作为产物：
  描述：

  (S)-6-Methyl-hepta-1,5-dien-3-ol 在 N-溴代丁二酰亚胺(NBS) 、 jones' reagent 、 MoO5*pyridine*HMPA 、 偶氮二异丁腈 、 三正丁基氢锡 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 (3R,4R,5S)-3-hydroxy-4-methyl-5-(3-methylbut-2-enyl)oxolan-2-one
  参考文献：
  名称：

  Stereoselective synthesis of C-9 to C-14 segment, a key intermediate for the total synthesis of trienomycin and micotrienins.

  摘要：

  The C-9 to C-14 segment, a key intermediate for the total synthesis of Trienomycin and Micotrienins has been synthesized, involving Sharpless asymmetric epoxidation intramolecular radical cyclisation and MoOPH hydroxylation as key steps.

  DOI：

  10.1016/s0040-4039(00)60494-x

文献信息

• Stereoselective synthesis of C-9 to C-14 segment, a key intermediate for the total synthesis of trienomycin and micotrienins.
  作者：J.S. Yadav、Kumar T.K. Praveen、P.P. Maniyan

  DOI：10.1016/s0040-4039(00)60494-x

  日期：1993.4

  The C-9 to C-14 segment, a key intermediate for the total synthesis of Trienomycin and Micotrienins has been synthesized, involving Sharpless asymmetric epoxidation intramolecular radical cyclisation and MoOPH hydroxylation as key steps.