(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate | 956479-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
• 英文别名: benzyl (4S)-4-[(S)-methoxymethoxy-[(2S)-6-oxooxan-2-yl]methyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 956479-80-4
• 化学式: C₂₁H₂₉NO₇
• 分子量: 407.464
• InChiKey: FGIJRTKOJRBCCA-LNLFQRSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 (5S,6S,7S)-methyl 7-(benzyloxycarbonylamino)-5,8-dihydroxy-6-(methoxymethoxy)octanoate
  参考文献：
  名称：

  l-Proline catalyzed direct diastereoselective aldol reactions: towards the synthesis of lyxo-(2S,3S,4S)-phytosphingosine

  摘要：

  L-Proline catalyzed direct diastereoselective aldol reactions of alpha-amino aldehydes with cyclic ketones have been described and utilized further for the stereoselective synthesis of the 2-amino-1,3,4-triol unit as the phytosphingosines base backbone. This leads to the formal synthesis of (2S,3S,4S)-lyxo-phytosphingosine. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2007.08.018
• 作为产物：
  描述：

  (S)-benzyl 4-((R)-hydroxy-((S)-2-oxocyclopentyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate 在 碳酸氢钠 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
  参考文献：
  名称：

  l-Proline catalyzed direct diastereoselective aldol reactions: towards the synthesis of lyxo-(2S,3S,4S)-phytosphingosine

  摘要：

  L-Proline catalyzed direct diastereoselective aldol reactions of alpha-amino aldehydes with cyclic ketones have been described and utilized further for the stereoselective synthesis of the 2-amino-1,3,4-triol unit as the phytosphingosines base backbone. This leads to the formal synthesis of (2S,3S,4S)-lyxo-phytosphingosine. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2007.08.018

文献信息

• l-Proline catalyzed direct diastereoselective aldol reactions: towards the synthesis of lyxo-(2S,3S,4S)-phytosphingosine
  作者：Indresh Kumar、C.V. Rode

  DOI：10.1016/j.tetasy.2007.08.018

  日期：2007.8

  L-Proline catalyzed direct diastereoselective aldol reactions of alpha-amino aldehydes with cyclic ketones have been described and utilized further for the stereoselective synthesis of the 2-amino-1,3,4-triol unit as the phytosphingosines base backbone. This leads to the formal synthesis of (2S,3S,4S)-lyxo-phytosphingosine. (c) 2007 Published by Elsevier Ltd.