(2R,3S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-formyl-3-methoxymethoxy-piperidine-1-carboxylic acid methyl ester | 1026460-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2R,3S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-formyl-3-methoxymethoxy-piperidine-1-carboxylic acid methyl ester
• 英文别名: methyl (2R,3S,6S)-6-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-2-formyl-3-(methoxymethoxy)piperidine-1-carboxylate
• CAS: 1026460-58-1
• 化学式: C₂₈H₃₉NO₆Si
• 分子量: 513.706
• InChiKey: KBYGVASSONJPMS-HRNNMHKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-formyl-3-methoxymethoxy-piperidine-1-carboxylic acid methyl ester 在 三氟化硼乙醚 Raney Ni(W-4) 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 生成 Methyl (-)-6-(2-hydroxyethyl)-3-(methoxymethoxy)-2-methylpiperidine-1-carboxylate
  参考文献：
  名称：

  Asymmetric synthesis of the alkaloid 2,6-disubstituted piperidin-3-ols, (−)-cassine and (+)-spectaline

  摘要：

  The asymmetric total synthesis of (-)-cassine (1) and (+)-spectaline (2) was achieved by starting with both enantiomers of the homochiral 3-oxygenated 2,6-cis-disubstituted piperidine 3.

  DOI：

  10.1016/s0040-4039(00)73860-3
• 作为产物：
  描述：

  Methyl (+)-6-<2-(tert-butyldiphenylsilyloxy)ethyl>-2-hydroxymethyl-3-(methoxymethoxy)piperidine-1-carboxylate 生成 (2R,3S,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-formyl-3-methoxymethoxy-piperidine-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Asymmetric synthesis of the alkaloid 2,6-disubstituted piperidin-3-ols, (−)-cassine and (+)-spectaline

  摘要：

  The asymmetric total synthesis of (-)-cassine (1) and (+)-spectaline (2) was achieved by starting with both enantiomers of the homochiral 3-oxygenated 2,6-cis-disubstituted piperidine 3.

  DOI：

  10.1016/s0040-4039(00)73860-3

文献信息

• Momose, Takefumi; Toyooka, Naoki; Jin, Makoto, Journal of the Chemical Society. Perkin transactions I, 1997, # 13, p. 2005 - 2013
  作者：Momose, Takefumi、Toyooka, Naoki、Jin, Makoto

  DOI：——

  日期：——
• Asymmetric synthesis of the alkaloid 2,6-disubstituted piperidin-3-ols, (−)-cassine and (+)-spectaline
  作者：Takefumi Momose、Naoki Toyooka

  DOI：10.1016/s0040-4039(00)73860-3

  日期：1993.9

  The asymmetric total synthesis of (-)-cassine (1) and (+)-spectaline (2) was achieved by starting with both enantiomers of the homochiral 3-oxygenated 2,6-cis-disubstituted piperidine 3.