tert-butyl {(4S,5S)-4-[10-(2-hexyl-1,3-dioxolan-2-yl)decyl]-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl}carbamate | 1421940-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl {(4S,5S)-4-[10-(2-hexyl-1,3-dioxolan-2-yl)decyl]-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl}carbamate
• CAS: 1421940-37-5
• 化学式: C₃₁H₅₉NO₇
• 分子量: 557.812
• InChiKey: BJRMJPADLLZWKU-YZNIXAGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.01
• 重原子数：
  39.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  95.48
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl {(4S,5S)-4-[10-(2-hexyl-1,3-dioxolan-2-yl)decyl]-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl}carbamate 在 pyridinium chlorochromate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以87%的产率得到
  参考文献：
  名称：

  A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F

  摘要：

  The total synthesis of the HCl salts of two natural sphingolipid-related amino acid derivatives, mycestericins F 4 and G 5 together with unnatural ent-4 center dot HCl, starting from the four crucial scaffolds 6, 8, 9, 11 and utilizing the Wittig reaction to build the C-20 backbone, has been achieved. The selection of selective functional group interconversions accompanied with suitable protection-deprotection protocols in the coupling products 20 and 34 gave the desired structures. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.12.003
• 作为产物：
  描述：

  tert-butyl (5R,6S)-6-[10-(2-hexyl-1,3-dioxolan-2-yl)decyl]-8,8-dimethyl-2-oxo-3,7,9-trioxa-1-azaspiro[4.5]decane-1-carboxylate 在 caesium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以94%的产率得到tert-butyl {(4S,5S)-4-[10-(2-hexyl-1,3-dioxolan-2-yl)decyl]-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl}carbamate
  参考文献：
  名称：

  A stereoselective total synthesis of the HCl salts of mycestericins F, G and ent-F

  摘要：

  The total synthesis of the HCl salts of two natural sphingolipid-related amino acid derivatives, mycestericins F 4 and G 5 together with unnatural ent-4 center dot HCl, starting from the four crucial scaffolds 6, 8, 9, 11 and utilizing the Wittig reaction to build the C-20 backbone, has been achieved. The selection of selective functional group interconversions accompanied with suitable protection-deprotection protocols in the coupling products 20 and 34 gave the desired structures. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.12.003