(7S,8aS)-7-Methoxymethoxy-hexahydro-oxazolo[3,4-a]pyridin-3-one | 332188-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (7S,8aS)-7-Methoxymethoxy-hexahydro-oxazolo[3,4-a]pyridin-3-one
• 英文别名: (7S,8aS)-7-(methoxymethoxy)-1,5,6,7,8,8a-hexahydro-[1,3]oxazolo[3,4-a]pyridin-3-one
• CAS: 332188-56-4
• 化学式: C₉H₁₅NO₄
• 分子量: 201.222
• InChiKey: VWSHRWIEOQIEAC-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (7S,8aS)-7-Methoxymethoxy-hexahydro-oxazolo[3,4-a]pyridin-3-one 在 甲醇 、 sodium hydroxide 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 (2R,4R)-4-Methoxymethoxy-2-((1Z,3E)-penta-1,3-dienyl)-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of (2 R ,4 R )- and (2 S ,4 S )-4-hydroxypipecolic acid derivatives and (2 S ,4 S )-(−)-SS20846A

  摘要：

  Syntheses of protected derivatives of both enantiomers of trans-4-hydroxypipecolic acid (2) and the natural product (-)-SS20846A (3) were accomplished from vinylglycinols. Key transformations involved construction of the piperidine ring via ring-closing metathesis (Grubbs' catalyst) and installation of the 4-hydroxy substituent by Prevost reaction. X-Ray diffraction analyses conclusively established the regio- and stereochemistry of key intermediates. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02124-9
• 作为产物：
  描述：

  (S)-1,5,6,8a-tetrahydro-3H-oxazolo[3,4-a]pyridin-3-one 在 甲醇 、 potassium cyanide 、 碘 、 镍 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 (7S,8aS)-7-Methoxymethoxy-hexahydro-oxazolo[3,4-a]pyridin-3-one
  参考文献：
  名称：

  Synthesis of (2 R ,4 R )- and (2 S ,4 S )-4-hydroxypipecolic acid derivatives and (2 S ,4 S )-(−)-SS20846A

  摘要：

  Syntheses of protected derivatives of both enantiomers of trans-4-hydroxypipecolic acid (2) and the natural product (-)-SS20846A (3) were accomplished from vinylglycinols. Key transformations involved construction of the piperidine ring via ring-closing metathesis (Grubbs' catalyst) and installation of the 4-hydroxy substituent by Prevost reaction. X-Ray diffraction analyses conclusively established the regio- and stereochemistry of key intermediates. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02124-9

文献信息

• Synthesis of (2 R ,4 R )- and (2 S ,4 S )-4-hydroxypipecolic acid derivatives and (2 S ,4 S )-(−)-SS20846A
  作者：Mark Sabat、Carl R Johnson

  DOI：10.1016/s0040-4039(00)02124-9

  日期：2001.2

  Syntheses of protected derivatives of both enantiomers of trans-4-hydroxypipecolic acid (2) and the natural product (-)-SS20846A (3) were accomplished from vinylglycinols. Key transformations involved construction of the piperidine ring via ring-closing metathesis (Grubbs' catalyst) and installation of the 4-hydroxy substituent by Prevost reaction. X-Ray diffraction analyses conclusively established the regio- and stereochemistry of key intermediates. (C) 2001 Elsevier Science Ltd. All rights reserved.